Ethanol → HCID 136058092、化合物

HRID 2077052ノート

反応式

HRID 2077052 の反応式
C(O)C.[Na].[Cl:5][C:6]1[CH:7]=[C:8]([CH2:12][C:13](=[NH:15])[NH2:14])[CH:9]=[CH:10][CH:11]=1.[CH2:16]([N:23]1[CH2:29][CH2:28][C:27](=O)[CH:26]([C:31](OCC)=[O:32])[CH2:25][CH2:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[CH2:16]([N:23]1[CH2:24][CH2:25][C:26]2[C:31](=[O:32])[NH:15][C:13]([CH2:12][C:8]3[CH:9]=[CH:10][CH:11]=[C:6]([Cl:5])[CH:7]=3)=[N:14][C:27]=2[CH2:28][CH2:29]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 702EthanolHCID 5360545Sodium2 回HCID 12485292Ethyl 1-benzyl-5-oxoazepane-4-carboxylateHCID 17221604(3-Chlorophenyl)ethanimidamide

生成物 1

HCID 136058092HCID 136058092、化合物収率 33%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Ethanol (30 ml) was cooled in an ice bath then sodium (160 mg, 6.70 mmol) was added, with vigorous stirring. Once the sodium was dissolved, 2-(3-chlorophenyl)ethanimidamide (474 mg, 2.81 mmol) and ethyl 1-benzyl-5-oxoazepane-4-carboxylate (876 mg, 2.81 mmol) was added. The reaction mixture was refluxed, under nitrogen, for 17 h. Water (2 ml) was added to quench the reaction then the reaction mixture was concentrated in vacuo. The residue was partitioned between ethyl acetate (20 ml) and water (20 ml). The organic phase was dried over magnesium sulphate and concentrated in vacuo. Trituration of the residue with diethyl ether afforded the title compound as a solid in 33% yield, 361 mg.

後処理

  1. temperatureThe reaction mixture was refluxed, under nitrogen, for 17 h
  2. customto quench
  3. customthe reaction
  4. concentrationthe reaction mixture was concentrated in vacuo
  5. customThe residue was partitioned between ethyl acetate (20 ml) and water (20 ml)
  6. dry with materialThe organic phase was dried over magnesium sulphate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d6030263b57c40c7aa24a41eaf67fb2c
出典データセット
uspto-grants-2011_04
特許番号
US07928099B2

反応ノート

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