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

HRID 601978ノート

反応式

HRID 601978 の反応式
[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]

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 23649017HCID 23649017、化合物

生成物 1

HCID 236490162-acetylamino-N-benzyl-3-difluoromethoxy-propionamide収率 59.1%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1325913e6578410b96ede0890794d6c4
出典データセット
uspto-grants-2011_03
特許番号
US07902401B2

反応ノート

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