Home Cart 0 Sign in  

[ CAS No. 107622-80-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 107622-80-0
Chemical Structure| 107622-80-0
Structure of 107622-80-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 107622-80-0 ]

Related Doc. of [ 107622-80-0 ]

Alternatived Products of [ 107622-80-0 ]

Product Details of [ 107622-80-0 ]

CAS No. :107622-80-0 MDL No. :MFCD01310836
Formula : C13H13NO Boiling Point : -
Linear Structure Formula :- InChI Key :CCAZAGUSBMVSAR-UHFFFAOYSA-N
M.W : 199.25 Pubchem ID :2760343
Synonyms :

Safety of [ 107622-80-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 107622-80-0 ]

* 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 [ 107622-80-0 ]
  • Downstream synthetic route of [ 107622-80-0 ]

[ 107622-80-0 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 67-36-7 ]
  • [ 107622-80-0 ]
YieldReaction ConditionsOperation in experiment
75% With hydroxylamine hydrochloride In ethanol; water at 20℃; Inert atmosphere A solution of 4-phenoxybenzaldehyde (2.0 g, 10 mmol), hydroxylamine hydrochloride (700 mg, 10 mmol), EtOH (20 ml), and water (1 ml) was stirred at room temperature overnight. To the reaction mixture were added 10 N Hci (1 ml) and of Pd/C (10percent on carbon, 320 mg) and was stirred under hydrogen for 30 min. The reaction mixture was filtrated through Celite and concentrated to dryness. The residue was purified by flash column chromatography to give the title compound as a white solid (1.5 g, 75percent yield).
75%
Stage #1: With hydroxylamine hydrochloride In ethanol; water at 20℃;
Stage #2: With hydrogenchloride; palladium 10% on activated carbon; hydrogen In ethanol; water for 0.5 h;
A solution of 4-phenoxybenzaldehyde (2.0 g, 10 mmol), hydroxylamine hydrochloride (700 mg, 10 mmol), EtOH (20 ml), and water (1 ml) was stirred at room temperature overnight. To the reaction mixture were added 10 N HCl (1 ml) and of Pd/C (10percenton carbon, 320 mg) and was stirred under hydrogen for 30 min. The reaction mixture was filtrated through Celite and concentrated to dryness. The residue was purified by flash column chromatography to give the title compound as a white solid (1.5 g, 75percent yield).
Reference: [1] Patent: WO2017/100668, 2017, A1, . Location in patent: Page/Page column 164
[2] Patent: WO2018/103058, 2018, A1, . Location in patent: Page/Page column 164
  • 2
  • [ 3096-81-9 ]
  • [ 107622-80-0 ]
YieldReaction ConditionsOperation in experiment
88% With 5%-palladium/activated carbon; hydrogen In methanol for 3 h; Inert atmosphere 4-Phenoxybenzonitrile (200 mg, 1.00 mmol) was dissolved in 8 mL MeOH and 5percent Pd/C (0.2 equiv, 400 mg) was added. The reaction was stirred for 3 h under an H2 atmosphere and filtered through celite. Purification by pTLC with 10percent MeOH, 2percent Et3N in DCM afforded 4-phenoxybenzylamine as a white solid (179 mg,88percent). 42 (1.1 equiv, 22 mg) was dissolved in toluene with 2,5-dimethoxyaniline (1 equiv, 8 mg), BINAP (0.3 equiv, 11 mg),Pd(OAc)2 (0.15 equiv, 2 mg) and Cs2CO3 (2.5 equiv, 46 mg) and the mixture was stirred for 15 h at 105 °C. The solvent was removed and the crude product was filtered through silica, eluting with EtOAc. Final purification by pTLC with 50percent EtOAc in hexane afforded 34 as colorless oil (12.4 mg, 48percent).
Reference: [1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 15, p. 3971 - 3981
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 14, p. 2344 - 2356
  • 3
  • [ 1194-02-1 ]
  • [ 107622-80-0 ]
Reference: [1] Journal of Medicinal Chemistry, 2001, vol. 44, # 14, p. 2344 - 2356
  • 4
  • [ 2215-77-2 ]
  • [ 107622-80-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 4, p. 1428 - 1436
  • 5
  • [ 1706-12-3 ]
  • [ 107622-80-0 ]
Reference: [1] Pharmaceutical Bulletin, 1957, vol. 5, p. 397,399
  • 6
  • [ 36881-42-2 ]
  • [ 100-97-0 ]
  • [ 107622-80-0 ]
Reference: [1] Pharmaceutical Bulletin, 1957, vol. 5, p. 397,399
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 107622-80-0 ]

Aryls

Chemical Structure| 50742-37-5

[ 50742-37-5 ]

(3-Phenoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 6850-60-8

[ 6850-60-8 ]

(4-Ethoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 31963-35-6

[ 31963-35-6 ]

1-(2-Phenoxyphenyl)methanamine hydrochloride

Similarity: 0.93

Chemical Structure| 2393-23-9

[ 2393-23-9 ]

4-Methoxybenzylamine

Similarity: 0.93

Chemical Structure| 5071-96-5

[ 5071-96-5 ]

3-Methoxybenzylamine

Similarity: 0.93

Ethers

Chemical Structure| 50742-37-5

[ 50742-37-5 ]

(3-Phenoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 6850-60-8

[ 6850-60-8 ]

(4-Ethoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 31963-35-6

[ 31963-35-6 ]

1-(2-Phenoxyphenyl)methanamine hydrochloride

Similarity: 0.93

Chemical Structure| 2393-23-9

[ 2393-23-9 ]

4-Methoxybenzylamine

Similarity: 0.93

Chemical Structure| 5071-96-5

[ 5071-96-5 ]

3-Methoxybenzylamine

Similarity: 0.93

Amines

Chemical Structure| 50742-37-5

[ 50742-37-5 ]

(3-Phenoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 6850-60-8

[ 6850-60-8 ]

(4-Ethoxyphenyl)methanamine

Similarity: 0.98

Chemical Structure| 31963-35-6

[ 31963-35-6 ]

1-(2-Phenoxyphenyl)methanamine hydrochloride

Similarity: 0.93

Chemical Structure| 2393-23-9

[ 2393-23-9 ]

4-Methoxybenzylamine

Similarity: 0.93

Chemical Structure| 5071-96-5

[ 5071-96-5 ]

3-Methoxybenzylamine

Similarity: 0.93