홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Dimethyl Sulfide → (Z)-(3S,5S)-1-(2-chloroethylidene)-3,5-bis-(tert-butyl-diphenyl-silanyloxy)-2-methylenecyclohexane

HRID 581622
노트
인쇄 미리보기

반응식

HRID 581622 반응식
ClN1C(=O)CCC1=O.CSC.[C:12]([Si:16]([C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)([C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[O:17][C@H:18]1[CH2:23][C@@H:22]([O:24][Si:25]([C:38]([CH3:41])([CH3:40])[CH3:39])([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:21]/[C:20](=[CH:42]/CO)/[C:19]1=[CH2:45])([CH3:15])([CH3:14])[CH3:13].[CH2:58]([Cl:60])Cl>>[Cl:60][CH2:58]/[CH:42]=[C:20]1\[C:19](=[CH2:45])[C@@H:18]([O:17][Si:16]([C:12]([CH3:15])([CH3:14])[CH3:13])([C:52]2[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=2)[C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[CH2:23][C@@H:22]([O:24][Si:25]([C:38]([CH3:41])([CH3:40])[CH3:39])([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:21]\1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 1068Dimethyl SulfideHCID 6344Dichloromethane2회HCID 31398ChlorosuccinimideHCID 86754184(Z)-(3S,5S)-2-[3,5-bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol

생성물 1

HCID 86754183(Z)-(3S,5S)-1-(2-chloroethylidene)-3,5-bis-(tert-butyl-diphenyl-silanyloxy)-2-methylenecyclohexane

실험 절차

1.31 g (9.81 mmol) of N-chloro-succinimide in 34 ml of abs. CH2Cl2 was treated at -10° with 749 μl (10.2 mmol) of dimethyl sulfide. 15 Minutes later, 2.95 g (4.559 mmol) of (Z)-(3S,5S)-2-[3,5-bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-cyclohexylidene]-ethanol, dissolved in 10 ml of CH2Cl2, was slowly added to the resultant white suspension at the same temperature and then stirred for additional 30 minutes at RT. The reaction mixture was then poured onto crushed ice, extracted with ether, washed with water, dried over sodium sulfate and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=97.5/2.5) yielded 2.76 g of (Z)-(3S,5S)-1-(2-chloro-ethylidene)-3,5-bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-cyclohexane as yellowish foam.

후처리

  1. additionwas slowly added to the resultant white suspension at the same temperature
  2. additionThe reaction mixture was then poured
  3. customonto crushed ice
  4. extractionextracted with ether
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-b3f33cfb10244b928558bfeec5d6d31e
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05919986

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트