Acetic Anhydride → 2-acetylamino-N-benzyl-3-difluoromethoxy-propionamide

HRID 601978노트

반응식

HRID 601978 반응식
[NH2:1][CH:2]([CH2:13][O:14][CH:15]([F:17])[F:16])[C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].C(N(CC)CC)C.[C:25](OC(=O)C)(=[O:27])[CH3:26]>C1COCC1.C(OCC)(=O)C>[C:25]([NH:1][CH:2]([CH2:13][O:14][CH:15]([F:16])[F:17])[C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4])(=[O:27])[CH3:26]

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 23649017HCID 23649017, 화합물

생성물 1

HCID 236490162-acetylamino-N-benzyl-3-difluoromethoxy-propionamide수율 59.1%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

2-Amino-N-benzyl-3-difluoromethoxy-propionamide (195 mg, 0.80) was mixed with triethylamine (322 mg, 3.19 mmol) in THF (5 mL). Acetic anhydride (98.5 mg, 0.96 mmol) was then added and the reaction mixture stirred for 1 hour. The mixture was then diluted with ethyl acetate and washed with water. The organic layer was dried and concentrated. The residue was purified by column chromatography using hexanes:ethyl acetate (50:50 to 0:100). The isolated product was triturated with diethyl ether to give 2-acetylamino-N-benzyl-3-difluoromethoxy-propionamide (135 mg, 59%) as a white solid.

후처리

  1. washwashed with water
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography
  5. customThe isolated product was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-1325913e6578410b96ede0890794d6c4
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902401B2

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