Water → 7-Hydroxyheptyl pivalate

HRID 59633노트

반응식

HRID 59633 반응식
[C:1](Cl)([C:3]([CH3:6])([CH3:5])[CH3:4])=[O:2].N1C=CC=CC=1.[CH2:14]([OH:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21].O>C(Cl)(Cl)Cl>[C:1]([O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][OH:22])(=[O:2])[C:3]([CH3:6])([CH3:5])[CH3:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 123811,7-Heptanediol2회HCID 62493Pivaloyl chloride

생성물 1

HCID 874284217-Hydroxyheptyl pivalate수율 68%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Piv-Cl (0.12 ml, 1.0 mmol) and pyridine (0.03 ml, 0.4 mmol) were added to a solution of 1,7-Heptanediol (Compound 26-1, 0.28 ml, 2.0 mmol) in CHCl3 (2 ml) at 0° C., and the mixture was stirred for one day. H2O was added to the reaction solution, the organic layer was then separated, and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with a saturated aqueous NaCl solution, and was dried over Na2SO4. After evaporation of the solvent, the residue was purified by column chromatography on silica gel (Hexane:EtOAc=3:1) to yield 7-hydroxyheptyl pivalate (147 mg, 68%).

후처리

  1. customthe organic layer was then separated
  2. extractionthe aqueous layer was extracted with EtOAc
  3. washThe combined organic layer was washed with a saturated aqueous NaCl solution
  4. dry with materialwas dried over Na2SO4
  5. customAfter evaporation of the solvent
  6. customthe residue was purified by column chromatography on silica gel (Hexane:EtOAc=3:1)

출처 및 근거

ORD 기록
ord-9a37aa06d83240d1880224e7b45fa8da
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440913B2

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