Benzyl Bromide → HCID 71079101, 화합물

HRID 2190252노트

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HRID 2190252 반응식
[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]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 10494Oleanolic AcidHCID 11430Potassium Carbonate

생성물 1

HCID 71079101HCID 71079101, 화합물수율 92.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-d022033b10504ea1bcab5c85ca773da3
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324264B1

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