Benzyl Bromide → HCID 71079101、化合物

HRID 2190252ノート

反応式

HRID 2190252 の反応式
[CH3:1][C@@:2]12[C@H:11]3[CH2:12][CH:13]=[C:14]4[C@@H:19]5[CH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][CH2:23][C@:18]5([C:26]([OH:28])=[O:27])[CH2:17][CH2:16][C@@:15]4([CH3:29])[C@:10]3([CH3:30])[CH2:9][CH2:8][C@H:7]1[C:6]([CH3:32])([CH3:31])[C@@H:5]([OH:33])[CH2:4][CH2:3]2.[CH2:34](Br)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH:33][C@H:5]1[CH2:4][CH2:3][C@@:2]2([CH3:1])[CH:7]([CH2:8][CH2:9][C@:10]3([CH3:30])[CH:11]2[CH2:12][CH:13]=[C:14]2[C@@:15]3([CH3:29])[CH2:16][CH2:17][C@:18]3([C:26]([O:28][CH2:34][C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)=[O:27])[CH:19]2[CH2:20][C:21]([CH3:24])([CH3:25])[CH2:22][CH2:23]3)[C:6]1([CH3:32])[CH3:31]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 10494Oleanolic AcidHCID 11430Potassium Carbonate

生成物 1

HCID 71079101HCID 71079101、化合物収率 92.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of oleanolic acid (1a, 6.0 g, 13.1 mmol), benzyl bromide (2.8 g, 16.4 mmol), K2CO3 (2.7 g, 19.7 mmol) and DMF (120 mL) was stirred at room temperature for 15 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (silica, 30% EtOAc in hexanes) to provide the sub-title compound (6.6 g, 92%) as a white solid.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by column chromatography (silica, 30% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-d022033b10504ea1bcab5c85ca773da3
出典データセット
uspto-grants-2012_12
特許番号
US08324264B1

反応ノート

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