Isobutyraldehyde → 1-Methyl-2-(2,2-dimethyl-2-formylethyl)-3-isopropenylcyclopent-1-ene

HRID 1834164ノート

反応式

HRID 1834164 の反応式
[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]=1[CH2:10]Cl.[CH:12](=[O:16])[CH:13]([CH3:15])[CH3:14].[OH-].[Na+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]=1[CH2:10][C:13]([CH3:15])([CH3:14])[CH:12]=[O:16]

参加物

6

反応物 3

HCID 6561IsobutyraldehydeHCID 14798Sodium HydroxideHCID 142178772-(Chloromethyl)-1-methyl-3-(prop-1-en-2-yl)cyclopent-1-ene

生成物 1

HCID 50142621-Methyl-2-(2,2-dimethyl-2-formylethyl)-3-isopropenylcyclopent-1-ene収率 76%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 1140Toluene溶媒

実験手順

A mixture of 857 g (5 moles) of 1-methyl-2-chloromethyl-3-isopropenylcyclopentene and 360 g (5 moles) of isobutyraldehyde was added in the course of 5 hours, whilst stirring, to a mixture of 480 g of 50% strength sodium hydroxide solution, 24 g of tetrabutylammonium iodide and 500 ml of toluene, at 80° C. The organic phase was then separated off and washed repeatedly with 200 ml portions of water, the toluene was stripped off and the residue was distilled in a rotary evaporator; boiling point 75°-77° C/0.3 mm Hg; nD25 : 1.4788; the structure was confirmed by the nuclear resonance spectrum; yield: 76%.

後処理

  1. additionwas added in the course of 5 hours
  2. customThe organic phase was then separated off
  3. washwashed repeatedly with 200 ml portions of water
  4. distillationthe residue was distilled in a rotary evaporator

出典と根拠

ORDレコード
ord-d7319b60639041a6abb927bc89f83f0f
出典データセット
uspto-grants-1978_01
特許番号
US04069258

反応ノート

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