tert-Butyl hydroperoxide → 3-Chloromethylsulfonyl-2,5-dihydrofuran

HRID 2397646노트

반응식

HRID 2397646 반응식
ClCS(Br)(=O)=O.O1CC=CC1.C(OO)(C)(C)C.[Cl:18][CH2:19][S:20]([CH:23]1[CH:27](Br)[CH2:26][O:25][CH2:24]1)(=[O:22])=[O:21]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[Cl:18][CH2:19][S:20]([C:23]1[CH2:24][O:25][CH2:26][CH:27]=1)(=[O:22])=[O:21]

참가 물질

7

반응물 4

HCID 6410tert-Butyl hydroperoxideHCID 155702,5-DihydrofuranHCID 12543458Chloromethanesulfonyl bromideHCID 125434603-Chloromethylsulfonyl-4-bromotetrahydrofuran

생성물 1

HCID 125434643-Chloromethylsulfonyl-2,5-dihydrofuran

시약·촉매·용매 2

HCID 6212Chloroform용매2회HCID 8471Triethylamine용매

반응 조건

온도
20 °C

실험 절차

19.3 g (0.1 mole) of chloromethanesulfonic acid bromide are added in the course of 10 minutes to a solution of 14 g (0.2 mole) of 2,5-dihydrofuran and 0.5 ml of tert.-butyl hydroperoxide in 30 ml of chloroform at -40° C. After 15 minutes, 16.5 ml of triethylamine, dissolved in 20 ml of chloroform, are added dropwise at the same temperature, so as to dehydrobrominate the 3-chloromethylsulfonyl-4-bromotetrahydrofuran which has been formed. The mixture is stirred for half an hour at 20° C., washed with water, dried and concentrated. The residue is repeatedly digested with ether and the ether extract is distilled; it boils at 115°-120° C./0.2 mm Hg. 4.8 g of 3-chloromethylsulfonyl-2,5-dihydrofuran are obtained.

후처리

  1. additionare added dropwise at the same temperature
  2. customhas been formed
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. extractionthe ether extract
  7. distillationis distilled

출처 및 근거

ORD 기록
ord-c69709345a124c82a16b49248c049f35
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04022804

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