Aniline → 4-Phenyl-3,4-dihydroquinolin-2(1h)-one

HRID 860208Notes

Reaction equation

HRID 860208 reaction equation
[C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:4]1([CH:3]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:1](=[O:10])[CH2:2]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 660233-Phenylprop-2-enoyl chloride

Product 1

HCID 2725094-Phenyl-3,4-dihydroquinolin-2(1h)-one

Procedure

4-Phenyl-3,4-dihydrocarbostyril (CAS# 4888-33-9) was prepared in two steps using the procedure described by Conley, R. T.; Knopka, W. N. J. Org. Chem. 1964, 29, 496–497: The starting materials for this preparation were cinnamoyl chloride (Aldrich) and aniline (Aldrich). The title compound was purified by flash chromatography eluting with CH2Cl2/EtOAc (4:1).

Workup

  1. customThe title compound was purified by flash chromatography
  2. washeluting with CH2Cl2/EtOAc (4:1)

Sources & evidence

ORD record
ord-f149047b27974a65b86a40a5b33163f8
Source dataset
uspto-grants-2006_12
Patent number
US07153847B2

Reaction notes

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