Water → 2-(Chloromethylidene)-3,3-dimethyloxolane

HRID 1253277ノート

反応式

HRID 1253277 の反応式
[Cl:1][C:2](Cl)=[CH:3][C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6]Cl.C([O-])(=[O:13])C.[Na+].C[O-].[Na+].O>CN(C)C=O.CO>[Cl:1][CH:2]=[C:3]1[C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][O:13]1

参加物

7

反応物 4

HCID 962WaterHCID 517045Sodium AcetateHCID 10942334Sodium MethoxideHCID 155843271,1,5-Trichloro-3,3-dimethylpent-1-ene

生成物 1

HCID 536634572-(Chloromethylidene)-3,3-dimethyloxolane収率 89%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

806 g (4 moles) of 1,1,5-trichloro-3,3-dimethyl-1-pentene are heated under reflux with 360 g (4.4 moles) of anhydrous sodium acetate in 1 liter of dimethylformamide for 6 hours. After cooling to about 100° C., 1.6 liters (8 moles) of 30% strength sodium methylate solution in methanol are added dropwise and the mixture is heated under reflux for a further 4 hours. The cold solution is poured into water and extracted several times with methylene chloride. After the solution has been dried and the solvent has been distilled off, 654 g of product remain, and are fractionated over a column. 522 g (80% of theory) of 2-chloromethylene-3,3-dimethyl-tetrahydrofuran of boiling point 84°-87° C./20 mbar are obtained.

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for a further 4 hours
  3. extractionextracted several times with methylene chloride
  4. customAfter the solution has been dried
  5. distillationthe solvent has been distilled off

出典と根拠

ORDレコード
ord-1a682635deeb424d889c2f74755cc054
出典データセット
uspto-grants-1988_05
特許番号
US04748249

反応ノート

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