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

HRID 2062225ノート

反応式

HRID 2062225 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 58089797(3R)-oxolan-3-yl carbonochloridate収率 85%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  1. customthe solvent was removed under vacuum

出典と根拠

ORDレコード
ord-c886714fc2fa4417947d8e510db17166
出典データセット
uspto-grants-2012_10
特許番号
US08283354B2

反応ノート

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