苯甲醇 → Benzyl azepane-3-carboxylate

HRID 463515笔记

反应方程式

HRID 463515 反应方程式
[C:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6][CH2:5]1)([OH:3])=[O:2].S(Cl)(Cl)=O.CCOCC.[CH2:20](O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:2][C:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6][CH2:5]1)=[O:3])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参与物

5

反应物 4

HCID 244苯甲醇HCID 3283乙醚HCID 24386氯化亚砜HCID 13457776高哌啶-3-羧酸

产物 1

HCID 13457777Benzyl azepane-3-carboxylate

实验过程

Suspend 1.15 g 3-carboxyperhydroazepine [P. Krogsgaard-Larsen et al., Acta Chem. Scand., B32, 327 (1978)] in 8 ml benzyl alcohol. Cool the mixture to 0° and add 1 ml thionyl chloride. Stir the mixture at room temperature for 48 hours, then add it dropwise to 300 ml ether with vigorous stirring. Decant the ether and dissolve the residue in H2O. Wash the aqueous solution with ether, then make it to pH 12 and extract with ethyl acetate. Dry the extracts and concentrate in vacuo to obtain 3-benzyloxycarbonylperhydroazepine.

后处理

  1. temperatureCool the mixture to 0°
  2. customDecant the ether
  3. dissolutiondissolve the residue in H2O
  4. washWash the aqueous solution with ether
  5. extractionextract with ethyl acetate
  6. customDry the extracts
  7. concentrationconcentrate in vacuo

来源与证据

ORD记录
ord-6b5aae4b46d1497fbcd80a8dc76c7a03
来源数据集
uspto-grants-1985_05
专利号
US04520021

反应笔记

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