溴化苄 → Benzyl 3-hydroxytetradecanoate
反应方程式
[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][C:4]([OH:6])=[O:5].C(N(CC)CC)C.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C=O)C>[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][C:4]([O:6][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:5]参与物
5
实验过程
To a solution of 5.00 g of 3-hydroxymyristic acid in 50 ml of DMF were added at room temperature 2.85 ml of triethylamine and 2.43 ml of benzyl bromide. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo, ethyl acetate and water were added to the residue, and the organic layer was separated, washed twice with water and dried over anhydrous sodium sulfate. After the solvent was removed in vacuo, the crude product was purified by a silica gel column chromatography to afford 3.69 g of benzyl 3-hydroxymyristate (Intermediate 2).
后处理
- customThe solvent was removed in vacuo, ethyl acetate and water
- additionwere added to the residue
- customthe organic layer was separated
- washwashed twice with water
- dry with materialdried over anhydrous sodium sulfate
- customAfter the solvent was removed in vacuo
- customthe crude product was purified by a silica gel column chromatography
来源与证据
- ORD记录
- ord-a793d3b1b3ef4d3e974374fe0446f434
- 来源数据集
- uspto-grants-2001_06
- 专利号
- US06252041B1
反应笔记
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