1,3-Propanediol, 2-methylene- → 2-t-Butyldiphenylsilyloxymethyl-2-propene-1-ol

HRID 398766

반응식

HRID 398766 반응식
[Si:1](Cl)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:19][CH2:20][C:21](=[CH2:24])[CH2:22][OH:23]>ClCCl.CN(C)C1C=CN=CC=1>[Si:1]([O:19][CH2:20][C:21](=[CH2:24])[CH2:22][OH:23])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 770481,3-Propanediol, 2-methylene-HCID 94078tert-Butyldiphenylchlorosilane

생성물 1

HCID 114502322-t-Butyldiphenylsilyloxymethyl-2-propene-1-ol

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

반응 조건

온도
20 °C

실험 절차

A solution of t-butyldiphenylsilylchloride (45 g, 165 mmol) in anhydrous dichloromethane (60 ml) is added dropwise to a stirred solution of 2-hydroxymethyl-2-propene-1-ol (12 g, 165 mmol) triethylamine (27.5 ml) and 4-dimethylaminopyridine (2 g) in anhydrous dichloromethane (300 ml) at 0° C. Then, the mixture is stirred at 20° C. overnight, washed with a saturated solution of ammonium chloride and brine. The title product is obtained by flash chromatography on silica gel (19.4 g, 40%).

후처리

  1. washwashed with a saturated solution of ammonium chloride and brine

출처 및 근거

ORD 기록
ord-4344173e408d41da86afd0d513d3a6f7
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817647

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