Thionyl Chloride → 5-(3,7,11,15-Tetramethylhexadecyloxy)-2-furancarboxylic acid chloride

HRID 596634노트

반응식

HRID 596634 반응식
[CH3:1][CH:2]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:29])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:28])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[CH2:3][CH2:4][O:5][C:6]1[O:10][C:9]([C:11](O)=[O:12])=[CH:8][CH:7]=1.S(Cl)([Cl:32])=O>>[CH3:1][CH:2]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:29])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:28])[CH2:22][CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[CH2:3][CH2:4][O:5][C:6]1[O:10][C:9]([C:11]([Cl:32])=[O:12])=[CH:8][CH:7]=1

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 214504315-(3,7,11,15-Tetramethylhexadecyloxy)-2-furoic acid

생성물 1

HCID 537643355-(3,7,11,15-Tetramethylhexadecyloxy)-2-furancarboxylic acid chloride

실험 절차

A mixture of 57.2 g (0.14 mole) of 5-(3,7,11,15-tetramethylhexadecyloxy)-2furoic acid in 300 ml of thionyl chloride is heated to reflux for 1 hour, and the excess thionyl chloride is removed by distillation to give 5-(3,7,11,15-tetramethylhexadecyloxy)-2-furancarboxylic acid chloride with is combined with 2.8 g of 2% palladium-BaSO4 catalyst, 0.6 g of quinoline-sulfur in 800 ml of xylene. A slow stream of hydrogen gas is passed through the mixture until hydrogen chloride is no longer evolved (about 8 hours). After cooling, the catalyst is removed by centrifuging, and the solvent is removed under reduced pressure. The residue is distilled to give 5-(3,7,11,15-tetramethylhexadecyloxy)-2-furancarboxaldehyde.

후처리

  1. temperatureis heated
  2. temperatureto reflux for 1 hour
  3. customthe excess thionyl chloride is removed by distillation

출처 및 근거

ORD 기록
ord-6b61188aaef54572b6d43a0f9fec3bcb
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04011334

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