Benzoyl chloride → HCID 58054120、化合物

HRID 75124ノート

反応式

HRID 75124 の反応式
[N:1]1([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:7][CH2:6][CH:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[NH:4][CH2:3][CH2:2]1.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[C:22]([N:4]1[CH:5]([C:8]([O:10][C:11]([CH3:13])([CH3:14])[CH3:12])=[O:9])[CH2:6][CH2:7][N:1]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:2][CH2:3]1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

4

反応物 2

HCID 7412Benzoyl chlorideHCID 66660434Di-tert-butyl 1,4-diazepane-1,5-dicarboxylate

生成物 1

HCID 58054120HCID 58054120、化合物収率 49%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of Intermediate 3-2 (4.21 g) and TEA (2.0 g) in DCM (50 mL) was added benzoyl chloride (2.11 g) slowly. After stirring at room temperature for 1 hour and then the reaction was quenched with saturated sodium bicarbonate. The organic phase was dried over sodium sulfate and evaporated to dryness. Purification was achieved by chromatography on an ISCO column (RediSep 12, gradient elution with 10% to 70% EtOAc/Hex providing pure Intermediate 3-3 (2.82 g, 49% yield for the three steps).

後処理

  1. customthe reaction was quenched with saturated sodium bicarbonate
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. customevaporated to dryness
  4. customPurification
  5. washRediSep 12, gradient elution with 10% to 70% EtOAc/Hex

出典と根拠

ORDレコード
ord-f1da4701089a4d80a71528cdbe74b5fb
出典データセット
uspto-grants-2014_09
特許番号
US08835422B2

反応ノート

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