Propanal → 3,5,5-Trimethylhexanal

HRID 845371노트

반응식

HRID 845371 반응식
CO.[OH-].[Na+].[CH3:5][CH:6]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH:8]=[O:9].[CH:15](=[O:18])[CH2:16][CH3:17]>C(O)(=O)C>[CH3:5][CH:6]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH:8]=[O:9].[CH3:17][C:16](=[CH:8][CH2:7][CH:6]([CH3:5])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:15]=[O:18]

참가 물질

7

반응물 4

HCID 527PropanalHCID 887MethanolHCID 14798Sodium HydroxideHCID 215743,5,5-Trimethylhexanal

생성물 2

HCID 215743,5,5-TrimethylhexanalHCID 539973842,5,7,7-Tetramethyloct-2-enal

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

128 g (4 moles) of methanol and 2 g (0.05 mole) of NaOH were initially taken under nitrogen in a reaction flask and were refluxed. A mixture of 142 g (1 mole) of 3,5,5-trimethylhexanal and 116 g (2 moles) of propionaldehyde was added dropwise to this solution in the course of 10 minutes. The resulting reaction mixture was kept at the boil for 1 hour (h) and then brought to pH 4-5 with an 80% strength aqueous acetic acid solution. After washing twice with water, the organic phase was separated off and worked up by fractional distillation. 32 g of unconverted 3,5,5-trimethylhexanal, as light ends, and 113 g of 2,5,7,7-tetramethyl-2-octenal (bp.=108°-111° C./14 mbar) were obtained, corresponding to a selectivity of 81%, based on trimethylhexanal; nD25 =1.4580.

후처리

  1. temperaturewere refluxed
  2. additionwas added dropwise to this solution in the course of 10 minutes
  3. customThe resulting reaction mixture
  4. washAfter washing twice with water
  5. customthe organic phase was separated off
  6. distillationworked up by fractional distillation

출처 및 근거

ORD 기록
ord-2e74adac17c54f08951ed687b778ed36
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04758548

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