[ CAS No. 103438-84-2 ] {[proInfo.proName]}

Name: 103438-84-2|2-Fluoro-5-hydroxybenzaldehyde|98%
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Product Details of [ 103438-84-2 ]

CAS No. :	103438-84-2	MDL No. :	MFCD09038469
Formula :	C₇H₅FO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SNILBNSNKISKLU-UHFFFAOYSA-N
M.W :	140.11	Pubchem ID :	587247
Synonyms :

Safety of [ 103438-84-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 103438-84-2 ]

* 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.

Upstream synthesis route of [ 103438-84-2 ]
Downstream synthetic route of [ 103438-84-2 ]

[ 103438-84-2 ] Synthesis Path-Upstream 1~8

1
[ 113984-67-1 ]
[ 103438-84-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2 h;	Synthesis of 2-Fluoro-5-hydroxy-benzaIdehyde (17c): The above TBS-protected aldehyde (490 mg, 1.93 mmol) was dissolved in 5 mL of THF . Then a solution of TBAF in <n="128"/>THF (1.0 M, 3.8 mL, 3.80 mmol) was added and the reaction mixture was stirred for two hours at room temperature. The reaction mixture was quenched with NH₄Cl and extracted with ethyl acetate. The organic layers were combined and dried over MgSO₄. Solvent was then removed and the residue was purified by column chromatography (50percent ethyl acetate/hexanes). The product (216 mg, 80percent) was obtained as a colorless liquid. MS (ES) M+H expected = 141.0, found = 141.1.

Reference： [1] Synthesis, 1988, # 9, p. 710 - 712
[2] Patent: WO2007/51062, 2007, A2, . Location in patent: Page/Page column 126-127
[3] Tetrahedron Letters, 1987, vol. 28, # 36, p. 4139 - 4142
[4] Journal of Organic Chemistry, 1988, vol. 53, # 14, p. 3145 - 3147

2
[ 105728-90-3 ]
[ 103438-84-2 ]

Yield	Reaction Conditions	Operation in experiment
25%	With boron tribromide In dichloromethane at -78 - 0℃; for 3 h;	Example 65;. 4-(2-Fluoro-5-hydroxyphenyl)-N-(6-fluoro-lH-indazol-5-yl)-2- methyl-6-oxo-1, 4,5, 6-tetrahydro-3-pyridinecarboxamide;. Step 1;. 2-Fluoro-5-hydroxybenzaldehyde;. BBr3 (4 mL, 4 mmol, 1.0 M in heptane) was added dropwise to a solution of 2- fluoro-5- (methyloxy) benzaldehyde in CH2C12 at-78 °C. The reaction mixture was stirred at-78 °C for 1 hour, slowly warmed to 0 °C and stirred for 2 hours. The reaction mixture was poured into water, extracted with EtOAc (3 x 10 mL). The extracts were combined, washed with water, brine, and dried (Na2SO4). The solvent was evaporated, and the residue was purified on silica gel, using 0-20percent EtOAc-Hexane to give the desired product (142 mg, 25percent) as a white solid. MS m/z 141 [M+H] +

Reference： [1] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 3, p. 677 - 694
[2] Patent: WO2005/82890, 2005, A1, . Location in patent: Page/Page column 69-70
[3] Patent: US2008/9533, 2008, A1, . Location in patent: Page/Page column 17
[4] Patent: WO2005/9940, 2005, A1, . Location in patent: Page 183
[5] Patent: WO2013/61052, 2013, A1, . Location in patent: Page/Page column 64
[6] Patent: US2014/80837, 2014, A1, . Location in patent: Paragraph 0163; 0164
[7] Patent: US2014/234414, 2014, A1, . Location in patent: Paragraph 0268; 0269
[8] Patent: US9139613, 2015, B2, . Location in patent: Page/Page column 42
[9] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 6, p. 590 - 594

3
[ 113984-67-1 ]
[ 100-44-7 ]
[ 103438-84-2 ]
[ 103438-92-2 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 36, p. 4139 - 4142

4
[ 2338-54-7 ]
[ 103438-84-2 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 3, p. 677 - 694

5
[ 347176-55-0 ]
[ 103438-84-2 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 3, p. 677 - 694

6
[ 103438-83-1 ]
[ 103438-84-2 ]

Reference： [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 10, p. 1982 - 1988

7
[ 113984-68-2 ]
[ 68-12-2 ]
[ 103438-84-2 ]

Reference： [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 10, p. 1982 - 1988

8
[ 113984-68-2 ]
[ 103438-84-2 ]

Reference： [1] Journal of Organic Chemistry, 1988, vol. 53, # 14, p. 3145 - 3147

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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
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H250	Catches fire spontaneously if exposed to air
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H261	In contact with water releases flammable gas
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
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H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
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H331	Toxic if inhaled
H332	Harmful if inhaled
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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

Yield	Reaction Conditions	Operation in experiment
		To a solution of methyl 2-(benzyloxycarbonylamino)-2-(dimethoxyphosphoryl)acetate (3 g, 9 mmol) in 100 mL DCM was added DBU (2.8 g, 18 mmol) at room temperature, after 10 mins, the compound 11 -2 (crude compound from last step) was added, stirred at room temperature for 2 hours. The solution was then diluted with DCM (50 mL), washed with 1 N HCI (20 mL), dried over Na2SC>4 and evaporated to dryness. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate=5/1 ) to give 11 -3.
		To a solution of methyl 2-(benzyloxycarbonylamino)-2-(dimethoxyphosphoryl)acetate (3 g, 9 mmol) in 100 mL DCM was added DBU (2.8 g, 18 mmol) at room temperature, after 10 mins, the compound 11-2 (crude compound from last step) was added, stirred at room temperature for 2 hours. The solution was then diluted with DCM (50 mL), washed with 1N HCl (20 mL), dried over Na2SO4 and evaporated to dryness. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate=5/1) to give 11-3.
		To a solution of methyl 2-(benzyloxycarbonylamino)-2-(dimethoxyphosphoryl)acetate (3 g, 9 mmol) in 100 mL DCM was added DBU (2.8 g, 18 mmol) at room temperature, after 10 mins, the compound 11-2 (crude compound from last step) was added, stirred at room temperature for 2 hours. The solution was then diluted with DCM (50 mL), washed with 1N HCl (20 mL), dried over Na2SO4 and evaporated to dryness. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate=5/1) to give 11-3.

[ CAS No. 103438-84-2 ] {[proInfo.proName]}

Quality Control of [ 103438-84-2 ]

Related Doc. of [ 103438-84-2 ]

Product Details of [ 103438-84-2 ]

Safety of [ 103438-84-2 ]

Application In Synthesis of [ 103438-84-2 ]

[ 103438-84-2 ] Synthesis Path-Upstream 1~8

[ 103438-84-2 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 103438-84-2 ]

Fluorinated Building Blocks

Aryls

Aldehydes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 103438-84-2 ]