四氢噻吩 → 2-苯基-1-氧杂螺[2.5]辛烷

HRID 2038588

反应方程式

HRID 2038588 反应方程式
[CH2:1](Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S1CCCC1.[Cl-].C([S+]1CCCC1)C1C=CC=CC=1.[OH-].[K+].[C:29]1(=[O:35])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>CO.O>[C:2]1([CH:1]2[C:29]3([CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)[O:35]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参与物

8

反应物 5

HCID 1127四氢噻吩HCID 7503氯化苄HCID 7967环己酮HCID 14797氢氧化钾2 次HCID 86626231S-benzyltetrahydrothiophenium chloride

产物 1

HCID 2548142-苯基-1-氧杂螺[2.5]辛烷收率 81.5%

试剂、催化剂与溶剂 2

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
20 °C

实验过程

A mixture of 152 g (1.18 mol) of benzyl chloride, 108 g (1.18 mol) of tetrahydrothiophene and 0.225 L of water is stirred well at 85° C. until a homogeneous clear or slightly turbid single-phase solution of S-benzyltetrahydrothiophenium chloride has been obtained. The solution is cooled to 20° C. and is slowly added dropwise to a reaction mixture consisting of potassium hydroxide solution (prepared from 267 g (4.75 mol) of potassium hydroxide in 0.53 L of ice-water) and 467 g of cyclohexanone (4.75 mol) in 225 g of methanol. After the addition is complete, the reaction mixture is allowed to stand for 10 minutes until the phases have separated; the organic phase is separated off and subjected to fractional distillation. 181 g (80%) of 2-phenyl-1-oxa-spiro[2.5]octane are obtained in the form of a clear colourless oil.

后处理

  1. customhas been obtained
  2. additionis slowly added dropwise to a reaction mixture
  3. additionAfter the addition
  4. customhave separated
  5. customthe organic phase is separated off
  6. distillationsubjected to fractional distillation

来源与证据

ORD记录
ord-a817c64dc5a947458eb74847ed1f7776
来源数据集
uspto-grants-2013_11
专利号
US08575394B2

关联笔记

加载中…