Water → Methyl 3-(3-amino-4-chlorophenyl)propanoate

HRID 1476057노트

반응식

HRID 1476057 반응식
S(Cl)(Cl)=O.[NH2:5][C:6]1[CH:7]=[C:8]([CH2:13][CH2:14][C:15]([O:17][C:18](C)(C)C)=[O:16])[CH:9]=[CH:10][C:11]=1[Cl:12].O>CO.ClCCl>[NH2:5][C:6]1[CH:7]=[C:8]([CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH:9]=[CH:10][C:11]=1[Cl:12]

참가 물질

6

반응물 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 58136497Tert-butyl 3-(3-amino-4-chlorophenyl)propanoate

생성물 1

HCID 58288398Methyl 3-(3-amino-4-chlorophenyl)propanoate

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Under reflux, 0.86 ml (11.7 mmol) of thionyl chloride was added dropwise to a solution of 1.0 g (3.91 mmol) of tert-butyl 3-(3-amino-4-chlorophenyl)propanoate in 20 ml of methanol. The mixture was stirred under reflux for 1.5 h and then, after cooling, diluted with dichloromethane. The solution was added to water, and after phase separation the organic phase was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over sodium sulphate and concentrated under reduced pressure. The residue was dried under high vacuum. This gave 745 mg (90.3% of theory) of the target compound.

후처리

  1. temperatureUnder reflux
  2. temperatureunder reflux for 1.5 h
  3. temperatureafter cooling
  4. customafter phase separation the organic phase
  5. washwas washed with saturated sodium bicarbonate solution and saturated sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-9bbfc1e6805845f7bebf83cf1c138514
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018414B2

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