4-Oxo-undecanoyl Chloride → HCID 54155424, 화합물

HRID 1169174노트

반응식

HRID 1169174 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([CH3:18])=[CH:13][O:14][C:15](=[O:17])[CH3:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+].[O:25]=[C:26]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:27]CC(Cl)=O>O1CCCC1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][C:12]([CH3:18])=[CH:13][O:14][C:15](=[O:17])[CH2:16][CH2:27][C:26](=[O:25])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 229905004-Oxo-undecanoyl ChlorideHCID 23665647Potassium tert-butoxideHCID 53757095Acetic Acid 3-(4-tert-butyl-phenyl)-2-methyl-propenyl Ester

생성물 1

HCID 54155424HCID 54155424, 화합물수율 37.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a solution of 43.79 g acetic acid 3-(4-tert-butyl-phenyl)-2-methyl-propenyl ester in 200 ml of tetrahydrofuran, a solution of 27.16 g potassium tert-butoxide in 200 ml of tetrahydrofuran was added at −78° C. After stirring at this temperature for 90 minutes, a solution of 53.00 g 4-oxo-undecanoyl chloride in 200 ml of tetrahydrofuran was added. After stirring at −78° C. for 2.5 hours, the solution was quenched with saturated sodium bicarbonate solution and diluted with ether. The organic phase was washed with saturated sodium bicarbonate solution and brine, dried and evaporated to dryness. The residue was purified by thin-film distillation and chromatography to yield 25.73 g of a yellow oil.

후처리

  1. stirringAfter stirring at −78° C. for 2.5 hours
  2. customthe solution was quenched with saturated sodium bicarbonate solution
  3. additiondiluted with ether
  4. washThe organic phase was washed with saturated sodium bicarbonate solution and brine
  5. customdried
  6. customevaporated to dryness
  7. distillationThe residue was purified by thin-film distillation and chromatography

출처 및 근거

ORD 기록
ord-62e43a6375d34e13bc5e1cb61f6af07b
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06627763B2

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