N,N-Dimethylaniline → Cyclopentylmethyl carbonochloridate

HRID 851712ノート

反応式

HRID 851712 の反応式
CN(C)C1C=CC=CC=1.[CH:10]1([CH2:15][OH:16])[CH2:14][CH2:13][CH2:12][CH2:11]1.[C:17](Cl)([Cl:19])=[O:18].C1(C)C=CC=CC=1>>[Cl:19][C:17]([O:16][CH2:15][CH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:18]

参加物

5

反応物 4

HCID 949N,N-DimethylanilineHCID 1140TolueneHCID 6371PhosgeneHCID 77195Cyclopentanemethanol

生成物 1

HCID 13077898Cyclopentylmethyl carbonochloridate収率 81%

実験手順

A mixture of 24.2 g (0.20 mole) N,N-dimethylaniline and 20.3 g (0.20 mole) of cyclopentylmethanol was slowly added to a 20% solution of phosgene in toluene (104 ml, 0.20 mole) cooled to -5° to +5° C. After the addition the reaction mixture was allowed to attain room temperature and was kept at room temperature for 30 min. The precipitate was filtered off and the solvent was evaporated. Distillation in vacuo gave 26.3 g (81%) of cyclopentylmethyl chloroformate. Bp17-20 82°-84° C., nD21 1.4541. Analysis for C7H11ClO2. Found (calculated): Cl 21.37 (21.80). IR (neat) cm-1 : 1790 (CO).

後処理

  1. temperaturecooled to -5° to +5° C
  2. additionAfter the addition the reaction mixture
  3. customto attain room temperature
  4. filtrationThe precipitate was filtered off
  5. customthe solvent was evaporated
  6. distillationDistillation in vacuo

出典と根拠

ORDレコード
ord-78f41280963744eb9868be20498626a4
出典データセット
uspto-grants-1983_05
特許番号
US04386081

反応ノート

読み込み中…