Acetic Acid → Ethyl 3-amino-3-[1-(4-chlorophenyl)cyclobutyl]propanoate

HRID 1650958노트

반응식

HRID 1650958 반응식
[NH2:1][C:2]([C:9]1([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10]1)=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C([BH3-])#N.[Na+].C([O-])(=O)C.[NH4+].C(O)(=O)C>C(O)C>[NH2:1][CH:2]([C:9]1([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[CH2:10][CH2:11][CH2:12]1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 67945594Ethyl 3-amino-3-[1-(4-chlorophenyl)cyclobutyl]acrylate

생성물 1

HCID 19823680Ethyl 3-amino-3-[1-(4-chlorophenyl)cyclobutyl]propanoate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of ethyl 3-amino-3-[1-(4-chlorophenyl)cyclobutyl]acrylate (90 g), sodium cyanoborohydride (36 g), ammonium acetate (27 g) and acetic acid (60 ml) in ethanol (1.5 liters) was allowed to stand at room temperature for 5 days and then concentrated to 600 ml and poured into water (2.5 liters). The aqueous solution was basified, extracted with ether and the ether extract back extracted with 2N hydrochloric acid. The acidic aqueous extract was cooled with ice, basified and extracted with ether and the extract dried and evaporated to give ethyl 3-amino-3-[1-(4-chlorophenyl)cyclobutyl]propanoate.

후처리

  1. concentrationconcentrated to 600 ml
  2. additionpoured into water (2.5 liters)
  3. extractionextracted with ether
  4. extractionthe ether extract back
  5. extractionextracted with 2N hydrochloric acid
  6. extractionThe acidic aqueous extract
  7. temperaturewas cooled with ice
  8. extractionextracted with ether
  9. customthe extract dried
  10. customevaporated

출처 및 근거

ORD 기록
ord-850120fe180741d289644311f4be719c
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04925879

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