正己烷 → Dimethyl 3-phenylthiocyclobutane-1,2-dicarboxylate

HRID 5975

反应方程式

HRID 5975 反应方程式
[C:1]([O:9][CH3:10])(=[O:8])/[CH:2]=[CH:3]\[C:4]([O:6][CH3:7])=O.C([S:13]C1C=CC=CC=1)=C.[Cl-].[Cl-].[CH2:22]([Al+2])[CH3:23].[CH3:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>ClCCCl.C(Cl)Cl>[C:27]1([CH:22]2[CH2:23][CH:3]([C:4]([O:6][CH3:7])=[S:13])[CH:2]2[C:1]([O:9][CH3:10])=[O:8])[CH:26]=[CH:25][CH:30]=[CH:29][CH:28]=1

参与物

7

反应物 4

HCID 8058正己烷HCID 74572苯基乙烯基硫醚HCID 5271565顺丁烯二酸二甲酯HCID 16686341二氯乙基铝

产物 1

HCID 86746186Dimethyl 3-phenylthiocyclobutane-1,2-dicarboxylate

试剂、催化剂与溶剂 2

HCID 111,2-二氯乙烷溶剂HCID 6344二氯甲烷溶剂

实验过程

To a solution of dimethyl maleate (0.50 mL, 4 mmol) and phenyl vinyl sulfide (0.52 mL, 4 mmol) in 17 mL of 1,2-dichloroethane under nitrogen atmosphere, was added 1 equivalent (4 mL of a 1 M solution in hexane) of ethylaluminum dichloride. The resultant solution was heated at 85° C. for 18 h and then diluted with 75 mL of methylene chloride. The methylene chloride solution was washed three times with saturated aqueous ammonium chloride and once with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give 0.98 g of the title compound; EI-MS, m/e (rel intensity): 280 (M+, 14), 136 (100).

后处理

  1. washThe methylene chloride solution was washed three times with saturated aqueous ammonium chloride
  2. dry with materialonce with brine, dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

来源与证据

ORD记录
ord-cfd97c6b760d447ab41eb374f30d7b03
来源数据集
uspto-grants-1993_09
专利号
US05246931

关联笔记

加载中…