3769-42-4|1,3-Bis(benzyloxy)benzene| Ambeed

CAS No. :	3769-42-4
Formula :	C₂₀H₁₈O₂
M.W :	290.36
SMILES Code :	C1(OCC2=CC=CC=C2)=CC=CC(OCC3=CC=CC=C3)=C1
MDL No. :	MFCD00690156
InChI Key :	RESHZVQZWMQUMB-UHFFFAOYSA-N
Pubchem ID :	1363616

Safety of [ 3769-42-4 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 3769-42-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 3769-42-4 ]

[ 3769-42-4 ] Synthesis Path-Downstream 1~54

1
[ 3769-42-4 ]
α-methyl 4-methoxyphenylacetyl chloride [ No CAS ]
[ 642-39-7 ]

References: [1]Indian Journal of Chemistry,1971,vol. 9,p. 299.
[2]Indian Journal of Chemistry,1971,vol. 9,p. 299 - 301.

2
[ 3769-42-4 ]
[ 114598-94-6 ]

References: [1]Journal of the Chemical Society,1958,p. 4569,4573.

3
[ 100-39-0 ]
[ 108-46-3 ]
[ 3769-42-4 ]

References: [1]Justus Liebigs Annalen der Chemie,1883,vol. 221,p. 378.
[2]Molecules,2019,vol. 24.

4
[ 100-44-7 ]
[ 108-46-3 ]
[ 3769-42-4 ]

References: [1]Chemistry - An Asian Journal,2010,vol. 5,p. 1163 - 1170.
[2]Tetrahedron,1990,vol. 46,p. 967 - 978.
[3]Bulletin de la Societe Chimique de France,1935,vol. <5> 2,p. 1737,1740.
[4]Journal of Organic Chemistry,1958,vol. 23,p. 1622.
[5]Synthesis,2009,p. 4190 - 4202.

5
[ 3769-42-4 ]
[ 157953-14-5 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.
[2]Molecules,2019,vol. 24.

6
[ 3769-42-4 ]
[ 3769-41-3 ]

References: [1]Synthetic Communications,1995,vol. 25,p. 2327 - 2335.

7
[ 3769-42-4 ]
[ 33513-42-7 ]
[ 25983-53-3 ]

References: [1]Tetrahedron Asymmetry,1997,vol. 8,p. 3415 - 3420.

8
[ 100-51-6 ]
[ 108-46-3 ]
[ 3769-42-4 ]

References: [1]Tetrahedron Asymmetry,1997,vol. 8,p. 3415 - 3420.

9
[ 3769-42-4 ]
[ 220223-20-1 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

10
[ 3769-42-4 ]
[ 284036-78-8 ]
1,3-di-O-benzyl-4-(2,3,5-tri-O-benzyl-α/β-D-ribofuranosyl)resorcinol [ No CAS ]

References: [1]European Journal of Organic Chemistry,2000,p. 1467 - 1482.

11
[ 3769-42-4 ]
[ 284036-80-2 ]

References: [1]European Journal of Organic Chemistry,2000,p. 1467 - 1482.

12
[ 3769-42-4 ]
1,3-di-O-acetyl-4-(2,3,4,5-tetra-O-acetyl-D-ribit-1-yl)resorcinol [ No CAS ]

References: [1]European Journal of Organic Chemistry,2000,p. 1467 - 1482.

13
[ 3769-42-4 ]
[ 220223-22-3 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

14
[ 3769-42-4 ]
(2-acetoxy-6-hydroxy-benzenesulfonylamino)-acetic acid methyl ester [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

15
[ 3769-42-4 ]
[ 220223-25-6 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

16
[ 3769-42-4 ]
[ 220223-42-7 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

17
[ 3769-42-4 ]
[ 220223-27-8 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

18
[ 3769-42-4 ]
N-[2,6-bis(carboxymethoxy)benzenesulfonyl]glycine [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

19
[ 3769-42-4 ]
[ 220223-21-2 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

20
[ 3769-42-4 ]
methyl N-[2,6-bis(ethoxycarbonylmethoxy)benzenesulfonyl]glycinate [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

21
[ 3769-42-4 ]
methyl N-(2-ethoxycarbonylmethoxy-6-hydroxybenzenesulfonyl)-N-(ethoxycarbonylmethyl)glycinate [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

22
[ 3769-42-4 ]
[ 220223-24-5 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

23
[ 3769-42-4 ]
methyl N-[2,6-bis(methoxycarbonylmethoxy)benzenesulfonyl]-N-(4-methoxybenzyl)glycinate [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

24
[ 3769-42-4 ]
[ 220223-41-6 ]

References: [1]Tetrahedron,1999,vol. 55,p. 237 - 254.

25
[ 3769-42-4 ]
[ 31005-72-8 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

26
[ 3769-42-4 ]
[ 34075-68-8 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

27
[ 3769-42-4 ]
[ 19012-97-6 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

28
[ 3769-42-4 ]
4-(3-Hydroxy-3-methyl-butyl)-benzene-1,3-diol [ No CAS ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

29
[ 3769-42-4 ]
C₂₅H₂₂O₄ [ No CAS ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

30
[ 3769-42-4 ]
[ 157953-25-8 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

31
[ 3769-42-4 ]
[ 157953-21-4 ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

32
[ 3769-42-4 ]
C₂₅H₂₄O₅ [ No CAS ]

References: [1]Heterocycles,1994,vol. 38,p. 1487 - 1490.

33
[ 3769-42-4 ]
[ 123-08-0 ]
C₁₀₈H₈₈O₁₂ [ No CAS ]
C₁₀₈H₈₈O₁₂ [ No CAS ]

References: [1]New Journal of Chemistry,2008,vol. 32,p. 994 - 1002.

34
[ 3769-42-4 ]
[ 26377-27-5 ]

References: [1]Synthesis,2009,p. 4190 - 4202.

35
[ 2591-86-8 ]
[ 3769-42-4 ]
[ 25983-53-3 ]

References: [1]Chemistry - An Asian Journal,2010,vol. 5,p. 1163 - 1170.

36
[ 3769-42-4 ]
5,15-bis(2,6-dihydroxyphenyl)porphyrin [ No CAS ]

References: [1]Chemistry - An Asian Journal,2010,vol. 5,p. 1163 - 1170.

37
[ 3769-42-4 ]
5,15-bis(2,6-dibenzyloxyphenyl)porphyrin [ No CAS ]

References: [1]Chemistry - An Asian Journal,2010,vol. 5,p. 1163 - 1170.

38
[ 3769-42-4 ]
potassium hexacyanoferrate(III) [ No CAS ]
[ 170279-11-5 ]

References: [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 2301 - 2308.

39
[ 24131-31-5 ]
[ 3769-42-4 ]

References: [1]Chemistry - A European Journal,2012,vol. 18,p. 16023 - 16029.
[2]European Journal of Organic Chemistry,2017,vol. 2017,p. 5417 - 5420.

40
[ 888968-41-0 ]
[ 3769-42-4 ]
1-benzyloxy-6H-benzo[c]chromene [ No CAS ]

References: [1]Chemical Science,2014,vol. 5,p. 476 - 482.

41
[ 100-39-0 ]
[ 108-46-3 ]
[ 3769-42-4 ]
[ 3769-41-3 ]

References: [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 3170 - 3181.

42
[ 3769-42-4 ]
2-((tert-butyldimethylsilyloxy)methyl)-5,6-di,ethoxy-2,3-dihydro-1H-indene-1,2-diol [ No CAS ]
1-(2,4-bis(benzyloxy)phenyl)-2-(hydroxymethyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-2-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0℃;Inert atmosphere;	To a solution of diol ()-10 (0.50 g, 1.41 mmol) and dibenzyletherprotected resorcinol 9 (0.60 g, 2.1 mmol) in drydichloromethane (12 mL) at 78 C was added BF3Et2O (1.04 mL,8.4 mmol) in two portions in the gap of 20 min. The reactionmixture was stirred at 78 C for 30 min, then it was stirred at0 C for another 30 min. A solution of saturated aqueous NaHCO3 (10 mL) was added. The layers were separated and the aqueouslayer was extracted with dichloromethane (330 mL). The combinedorganic phases were washed subsequently with saturatedaqueous NaHCO3, brine and dried over anhydrous Na2SO4. Afterremoval of the solvents, the residue was chromatographed onsilica gel to afford ()-8 (0.65 g, 90%) as a white solid; Rf 0.51 (nhexane/ethyl acetate, 1:1); mp 129e130 C; IR (KBr) nmax 3503,3431, 2915, 1608, 1503, 1458, 1267, 1215, 1172, 1096, 1030; 1H NMR(500 MHz, CDCl3) d 7.48e7.33 (10H, m, ArHOBn), 6.92 (1H, d,J8.39 Hz, ArH), 6.81 (1H, s, ArH), 6.77 (1H, s, ArH), 6.61 (1H, d,J8.39 Hz, ArH), 6.50 (1H, s, ArH), 5.15e5.02 (4H, m, (eOCH2Ph)2),4.83 (1H, s, ArCHAr), 3.88 (3H, s, OCH3), 3.76 (3H, s, OCH3),3.65e3.47 (2H, m, CH2OH), 3.10 (1H, d, J16.17 Hz, ArCH), 2.92(1H, d, J16.02 Hz, ArCH), 2.31 (1H, br s, OH); 13C NMR (75 MHz,CDCl3) d 159.2, 157.7, 148.5, 148.3, 136.7, 135.8, 135.1, 133.1, 131.3,128.8, 128.6, 128.1, 127.9, 127.6, 118.9, 108.5, 107.9, 106.1, 100.7, 84.1,70.89, 70.2, 68.4, 56.0, 55.9, 49.3, 41.8: MS (ESI): m/z513 [MH],535 [MNa]; HRMS (ESI): calcd for C32H36NO6 [MNH4]:530.25371; found: 530.25507.

References: [1]Tetrahedron,2014,vol. 70,p. 7560 - 7566.

43
[ 3769-42-4 ]
[ 55583-11-4 ]

Yield	Reaction Conditions	Operation in experiment
81.6%	With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In tetrahydrofuran; at 0 - 20℃;	<strong>[3769-42-4]1,3-dibenzyloxybenzene</strong> (Compound 56, 2.9 g, 10 mmol) was weighed out in 50 ml of anhydrous tetrahydrofuran,Cooled to 0 C,The 1,3-dibromo-5,5-dimethylhydantoin (DBH) (2.86g, 10.0mmol) added thereto,Stir overnight at room temperature.Spin dry solvent,The remaining solid was dissolved in 100 ml of dichloromethane,After dissolution, the organic phase was washed three times with saturated sodium thiosulfate,Dried over anhydrous sodium sulfate,Rotate the organic phase to get the crude,The column chromatography yielded pure product (3.0 g, 81.6%).

References: [1]Patent: CN104829593,2017,B .Location in patent: Paragraph 0067; 0199; 0200; 0201.

44
[ 3769-42-4 ]
[ 198494-30-3 ]

References: [1]Patent: CN104829593,2017,B .

45
[ 3769-42-4 ]
C₂₈H₂₅NO₄ [ No CAS ]

References: [1]Patent: CN104829593,2017,B .

46
[ 3769-42-4 ]
C₁₄H₁₃NO₄ [ No CAS ]

References: [1]Patent: CN104829593,2017,B .

47
[ 3769-42-4 ]
C₃₃H₂₀N₂O₁₁ [ No CAS ]

References: [1]Patent: CN104829593,2017,B .

48
[ 3769-42-4 ]
C₂₅H₂₆O₂Si [ No CAS ]

References: [1]Molecules,2019,vol. 24.

49
[ 3769-42-4 ]
[ 1414964-58-1 ]

References: [1]Molecules,2019,vol. 24.

50
[ 3769-42-4 ]
C₄₀H₃₂N₂O₄ [ No CAS ]

References: [1]Molecules,2019,vol. 24.

51
[ 3769-42-4 ]
6-[2-(2,4-dihydroxyphenyl)ethyl]-4-hydroxypyridazin-3(2H)-one [ No CAS ]

References: [1]Molecules,2019,vol. 24.

52
[ 3769-42-4 ]
6-{2-[4-(4-chlorophenyl)-7-hydroxy-2-oxo-2H-chromen-6-yl]ethyl}-4-hydroxypyridazin-3(2H)-one [ No CAS ]

References: [1]Molecules,2019,vol. 24.

53
[ 3769-42-4 ]
4-hydroxy-6-{2-[7-hydroxy-4-(4-methylphenyl)-2-oxo-2H-chromen-6-yl]ethyl}pyridazin-3(2H)-one [ No CAS ]

References: [1]Molecules,2019,vol. 24.

54
[ 3769-42-4 ]
6-{2-[4-(3-chlorophenyl)-7-hydroxy-2-oxo-2H-chromen-6-yl]ethyl}-4-hydroxypyridazin-3(2H)-one [ No CAS ]

References: [1]Molecules,2019,vol. 24.

Historical Records

Technical Information

• Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Friedel-Crafts Reaction • Hydrogenolysis of Benzyl Ether • Nomenclature of Ethers • Preparation of Alkylbenzene • Preparation of Ethers • Reactions of Benzene and Substituted Benzenes • Reactions of Ethers • Vilsmeier-Haack Reaction

Related Functional Groups of
[ 3769-42-4 ]

Aryls

A117431 [3769-41-3]

3-(Benzyloxy)phenol

Similarity: 1.00

A925411 [36776-44-0]

3-(Benzyloxy)-5-methylphenol

Similarity: 0.97

A513514 [176650-92-3]

(3,5-Bis((3,5-dimethoxybenzyl)oxy)phenyl)methanol

Similarity: 0.97

A624629 [50637-28-0]

(3-(Benzyloxy)-5-methoxyphenyl)methanol

Similarity: 0.97

A253392 [129536-40-9]

(3,5-Bis((3,5-bis(benzyloxy)benzyl)oxy)phenyl)methanol

Similarity: 0.97

Ethers

A117431 [3769-41-3]

3-(Benzyloxy)phenol

Similarity: 1.00

A925411 [36776-44-0]

3-(Benzyloxy)-5-methylphenol

Similarity: 0.97

A513514 [176650-92-3]

(3,5-Bis((3,5-dimethoxybenzyl)oxy)phenyl)methanol

Similarity: 0.97

A624629 [50637-28-0]

(3-(Benzyloxy)-5-methoxyphenyl)methanol

Similarity: 0.97

A253392 [129536-40-9]

(3,5-Bis((3,5-bis(benzyloxy)benzyl)oxy)phenyl)methanol

Similarity: 0.97

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H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 3769-42-4

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