Methanol → 3-Buten-2-ol, 1,1-dimethoxy-2-methyl-

HRID 1448703ノート

反応式

HRID 1448703 の反応式
C1(C)C=CC=CC=1.[CH3:8][O:9][CH:10]([O:16][CH3:17])[C:11]([CH3:15])([OH:14])[CH:12]=[CH2:13].[CH3:18][O-:19].[Na+].[CH3:21][OH:22]>>[CH3:8][O:9][CH:10]([O:16][CH3:17])[C:11]([CH3:15])([OH:14])[CH:12]=[CH2:13].[CH3:8][O:9][CH:10]([O:16][CH3:17])[C:11]([CH3:15])([O:14][C:18]([O:22][CH3:21])=[O:19])[CH:12]=[CH2:13]

参加物

6

反応物 4

HCID 887Methanol2 回HCID 1140TolueneHCID 10942334Sodium MethoxideHCID 110080503-Buten-2-ol, 1,1-dimethoxy-2-methyl-

生成物 2

HCID 110080503-Buten-2-ol, 1,1-dimethoxy-2-methyl-HCID 203753841,1-Dimethoxy-2-methyl-2-(methoxycarbonyloxy)-3-butene

実験手順

1,000 parts of toluene and 292 parts of 1,1-dimethoxy-2-methyl-2-hydroxy-3-butene are taken, 437 parts of a 30 percent strength solution of sodium methylate in methanol are then added slowly at from 90° to 100° C. and at the same time the methanol is distilled off, until the internal temperature reaches 107° C. 236 parts of methyl chlorocarbonate are subsequently added at 30° C. and stirring is continued for 8 hours. The mixture is then stirred with 500 parts of water, after which the organic phase is separated from the aqueous phase. Working up the organic phase by distillation gives, in addition to unconverted 1,1-dimethoxy-2-methyl-2-hydroxy-3-butene, 348 parts of 1,1-dimethoxy-2-methyl-2-(methoxycarbonyloxy)-3-butene, of boiling point/20 mm Hg=107°-110° C. The yield is 85% of theory.

後処理

  1. distillationis distilled off, until the internal temperature
  2. customreaches 107° C
  3. addition236 parts of methyl chlorocarbonate are subsequently added at 30° C.
  4. stirringThe mixture is then stirred with 500 parts of water
  5. customafter which the organic phase is separated from the aqueous phase
  6. distillationWorking up the organic phase by distillation

出典と根拠

ORDレコード
ord-875e9273b4cb459393c46d46fddad19f
出典データセット
uspto-grants-1980_02
特許番号
US04187227

反応ノート

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