Water → 7-Hydroxyheptyl pivalate

HRID 59633ノート

反応式

HRID 59633 の反応式
[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]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 123811,7-Heptanediol2 回HCID 62493Pivaloyl chloride

生成物 1

HCID 874284217-Hydroxyheptyl pivalate収率 68%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-9a37aa06d83240d1880224e7b45fa8da
出典データセット
uspto-grants-2016_09
特許番号
US09440913B2

反応ノート

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