Sodium Cyanide → 4-(4Acetyl-3-hydroxy-2-propylphenoxy)butane nitrile

HRID 622231ノート

反応式

HRID 622231 の反応式
[C:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12]Br)=[C:6]([CH2:16][CH2:17][CH3:18])[C:5]=1[OH:19])(=[O:3])[CH3:2].[C-]#[N:21].[Na+]>CN(C)C=O>[C:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH2:10][CH2:11][C:12]#[N:21])=[C:6]([CH2:16][CH2:17][CH3:18])[C:5]=1[OH:19])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 133716024-(4-Acetyl-3-hydroxy-2-propylphenoxy)butyl bromide

生成物 1

HCID 137633064-(4Acetyl-3-hydroxy-2-propylphenoxy)butane nitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 30.0 g. (91.1 mmoles) of 4-(4-acetyl-3-hydroxy-2-propylphenoxy)butyl bromide and 4.91 g. (100.2 mmoles) of sodium cyanide in 225 ml. of dimethylformamide was heated to 75°-85° C. for about 17 hours. The reaction mixture was cooled to room temperature, filtered, and evaporated in vacuo at 75° C. Cold 0.1N hydrochloric acid was added to the residue, and the residue was extracted into ethyl acetate. The ethyl acetate layer was twice washed with 0.1N hydrochloric acid, dried over sodium sulfate, and evaporated in vacuo to yield 21.02 g. of 4-(4-acetyl-3-hydroxy-2-propylphenoxy)butane nitrile as a dark amber oil which crystallized as it cooled.

後処理

  1. filtrationfiltered
  2. customevaporated in vacuo at 75° C
  3. additionCold 0.1N hydrochloric acid was added to the residue
  4. extractionthe residue was extracted into ethyl acetate
  5. washThe ethyl acetate layer was twice washed with 0.1N hydrochloric acid
  6. dry with materialdried over sodium sulfate
  7. customevaporated in vacuo
  8. customto yield 21.02 g
  9. customof 4-(4-acetyl-3-hydroxy-2-propylphenoxy)butane nitrile as a dark amber oil which crystallized as it
  10. temperaturecooled

出典と根拠

ORDレコード
ord-a47fb6b4382549eca90c253bad18fb44
出典データセット
uspto-grants-1988_09
特許番号
US04769482

反応ノート

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