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

HRID 1476057ノート

反応式

HRID 1476057 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9bbfc1e6805845f7bebf83cf1c138514
出典データセット
uspto-grants-2015_04
特許番号
US09018414B2

反応ノート

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