Toluene → (3R)-oxolan-3-yl carbonochloridate

HRID 2062225노트

반응식

HRID 2062225 반응식
[O:1]1[CH2:5][CH2:4][C@@H:3]([OH:6])[CH2:2]1.[C:7](Cl)([Cl:9])=[O:8].C1(C)C=CC=CC=1>C(Cl)Cl>[Cl:9][C:7]([O:6][C@@H:3]1[CH2:4][CH2:5][O:1][CH2:2]1)=[O:8]

참가 물질

5

반응물 3

HCID 1140TolueneHCID 6371PhosgeneHCID 641512(-)-3-Hydroxytetrahydrofuran

생성물 1

HCID 58089797(3R)-oxolan-3-yl carbonochloridate수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A stirred solution of (R)-tetrahydrofuran-3-ol (7.9 g, 90 mmol) in anhydrous CH2Cl2 (50 mL) under an N2 atmosphere was cooled in an ice bath, and a 20% solution of phosgene in toluene (134 mL, 270 mmol) was slowly added. The reaction was allowed to warm to room temperature overnight, and the solvent was removed under vacuum to afford (R)-tetrahydrofuran-3-yl chloroformate (12.1 g, 85%) as a clear liquid.

후처리

  1. customthe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-c886714fc2fa4417947d8e510db17166
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283354B2

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