Pyridine → 1-Chloroethyl 2,3-dihydro-2,2-dimethyl-7-benzofuranyl carbonate

HRID 4428

反応式

HRID 4428 の反応式
[Cl:1][CH:2]([O:4][C:5](Cl)=[O:6])[CH3:3].[CH3:8][C:9]1([CH3:19])[CH2:13][C:12]2[CH:14]=[CH:15][CH:16]=[C:17]([OH:18])[C:11]=2[O:10]1.N1C=CC=CC=1>ClCCl>[C:5](=[O:6])([O:18][C:17]1[C:11]2[O:10][C:9]([CH3:19])([CH3:8])[CH2:13][C:12]=2[CH:14]=[CH:15][CH:16]=1)[O:4][CH:2]([Cl:1])[CH3:3]

参加物

5

反応物 3

HCID 1049PyridineHCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranolHCID 5213051-Chloroethyl chloroformate

生成物 1

HCID 135570951-Chloroethyl 2,3-dihydro-2,2-dimethyl-7-benzofuranyl carbonate収率 84%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

21.5 g (0.15 mole) of 1-chloroethylchloroformate are added in a single portion to a solution of 2,3-dihydro-2,2-dimethyl-7-benzofuranol (24.6 g; 0.15 mole) in dichloromethane (150 ml). The mixture is cooled to between 0° and 5° C., and 12 g (0.15 mole) of pyridine are added dropwise. The mixture is stirred for 3 hours at 20° C. The organic phase is then washed with 2×50 ml of iced water. It is dried over magnesium sulphate and the solvent is evaporated. A yellow oil is obtained which is distilled. 34.1 g of the expected carbonate is then recovered (84% yield).

後処理

  1. temperatureThe mixture is cooled to between 0° and 5° C.
  2. washThe organic phase is then washed with 2×50 ml of iced water
  3. dry with materialIt is dried over magnesium sulphate
  4. customthe solvent is evaporated
  5. customA yellow oil is obtained which
  6. distillationis distilled
  7. custom34.1 g of the expected carbonate is then recovered (84% yield)

出典と根拠

ORDレコード
ord-3c480d95de8546edb218b0eba0488c82
出典データセット
uspto-grants-1988_02
特許番号
US04725680

関連ノート

読み込み中…