Acetic Anhydride → HCID 178471966, 화합물

HRID 444755

반응식

HRID 444755 반응식
[O:1]=[C:2]([C:9]1[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[C:10]=1[F:18])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:19](OC(=O)C)(=O)C.C(OCC)(OCC)OCC.[NH2:36][C:37]1([CH2:42][OH:43])[CH2:41][CH2:40][CH2:39][CH2:38]1>>[OH:43][CH2:42][C:37]1([NH:36][CH:19]=[C:3]([C:2](=[O:1])[C:9]2[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[C:10]=2[F:18])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:41][CH2:40][CH2:39][CH2:38]1

참가 물질

5

반응물 4

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 663071-AminocyclopentanemethanolHCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

생성물 1

HCID 178471966HCID 178471966, 화합물수율 90.5%

반응 조건

온도
0 °C

실험 절차

A stirred solution of ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate (3.17 g, 12 mmol), acetic anhydride (3.34 mL, 3.6 g, 30 mmol) and triethyl orthoformate (3.00 mL, 2.6 g, 18 mmol) was heated at 130° C. for 1.5 h. The mixture was concentrated in vacuo and dried under high vacuum for 3 hours. The crude product was dissolved in EtOH (15 mL) and cooled to 0° C. and then 1-amino-1-cyclopentanemethanol (1.01 g, 8.8 mmol) was added very slowly. After 1.5 h, the solvent was removed by evaporation to yield the title compound as yellow oil (3.1 g crude) that was used in the next step without further purification.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customdried under high vacuum for 3 hours
  3. dissolutionThe crude product was dissolved in EtOH (15 mL)
  4. customthe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-1e3a51439ca14f798d4de68355aad647
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476261B2

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