Isobutyraldehyde → 2,2-Dimethyl-3-(3,5-dimethylphenyl)-propionaldehyde

HRID 985904

反応式

HRID 985904 の反応式
[OH-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([CH:9]=[C:10]([CH3:12])[CH:11]=1)[CH2:7]Cl.[CH:13](=[O:17])[CH:14]([CH3:16])[CH3:15]>[Br-].C([N+](C)(C)C)CCCCCCCCCCCCC.[I-].[K+].C1(C)C=CC=CC=1.O1CCCC1>[CH3:15][C:14]([CH3:16])([CH2:7][C:6]1[CH:5]=[C:4]([CH3:3])[CH:11]=[C:10]([CH3:12])[CH:9]=1)[CH:13]=[O:17]

参加物

8

反応物 3

HCID 6561IsobutyraldehydeHCID 14798Sodium HydroxideHCID 1377003,5-Dimethylbenzyl chloride

生成物 1

HCID 137973112,2-Dimethyl-3-(3,5-dimethylphenyl)-propionaldehyde収率 92%

試薬・触媒・溶媒 4

HCID 4875Potassium Iodide触媒HCID 14250Tetradecyltrimethylammonium bromide触媒HCID 1140Toluene溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
75 °C

実験手順

A pre-mix of 125 g of 30% by weight sodium hydroxide solution, 5 g of potassium iodide, 10 g of tetradecyltrimethylammonium bromide, 200 ml of tetrahydrofuran and 200 ml of toluene was heated to 75° C. A mixture of 155 g of 3,5-dimethylbenzyl chloride, 110 g of isobutyraldehyde, 50 ml of tetrahydrofuran and 50 ml of toluene was added dropwise to this pre-mix while stirring vigorously. The entire mixture was then boiled under reflux for 6 hours. The phases were then separated and the organic phase was first washed with warm water and then filtered with the addition of activated carbon. Finally, distillation was carried out using a packed column with wire spirals. The distillation, carried out in a temperature range of from 72° C. to 74° C. at 0.25 mbar, yielded 106 g of 92% 2,2-dimethyl-3-(3,5-dimethylphenyl)-propionaldehyde.

後処理

  1. additionwas added dropwise to
  2. additionthis pre-mix
  3. temperatureunder reflux for 6 hours
  4. customThe phases were then separated
  5. washthe organic phase was first washed with warm water
  6. filtrationfiltered with the addition of activated carbon
  7. distillationFinally, distillation
  8. distillationThe distillation
  9. customcarried out in a temperature range of from 72° C. to 74° C. at 0.25 mbar

出典と根拠

ORDレコード
ord-f2ef4a85e9a04737bae7c8b6c5b234f1
出典データセット
uspto-grants-1987_12
特許番号
US04710316

関連ノート

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