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

HRID 985904

반응식

HRID 985904 반응식
[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]

참가 물질

8

반응물 3

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

생성물 1

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

시약·촉매·용매 4

HCID 4875Potassium Iodide촉매HCID 14250Tetradecyltrimethylammonium bromide촉매HCID 1140Toluene용매2회HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f2ef4a85e9a04737bae7c8b6c5b234f1
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04710316

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