Ammonia → 6-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate

HRID 523329ノート

反応式

HRID 523329 の反応式
N.C(OC([O:7][C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])=[O:17])=[CH:10][CH:9]=1)=O)C>CC(C)=O.N1C=CC=CC=1>[OH:7][C:8]1[CH:9]=[CH:10][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])=[O:17])=[CH:12][CH:13]=1

参加物

5

反応物 2

HCID 222AmmoniaHCID 867326476-chlorohexyl(2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoate

生成物 1

HCID 867326486-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate収率 100.2%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 1049Pyridine溶媒

実験手順

A 25% NH3 solution diluted in 780 mL of acetone is added dropwise to a solution of 89.3 g (247 mmol) of 6-chlorohexyl(2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoate in 752 mL of pyridine. The mixture is allowed to stir for 20 hours at room temperature. The reaction mixture is then partitioned between ethylacetate and water. The organic phase is then washed repeatedly with water, dried over sodium sulfate, filtered off and concentrated by rotary evaporation. The solid is dried under vacuum to yield 70 g (100%) of pure 6-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate as a white powder.

後処理

  1. customThe reaction mixture is then partitioned between ethylacetate and water
  2. washThe organic phase is then washed repeatedly with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered off
  5. concentrationconcentrated by rotary evaporation
  6. customThe solid is dried under vacuum

出典と根拠

ORDレコード
ord-1448c00ac21541c1a4a3da575b37b787
出典データセット
uspto-grants-2016_05
特許番号
US09334366B2

反応ノート

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