Sodium Hydroxide → HCID 20308268、化合物

HRID 616409ノート

反応式

HRID 616409 の反応式
[ClH:1].[CH3:2][N:3]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([Br:18])[CH:12]=1)[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.ClCl.[OH-].[Na+]>C(O)(=O)C>[CH3:2][N:3]([CH2:10][C:11]1[CH:16]=[C:15]([Cl:1])[C:14]([OH:17])=[C:13]([Br:18])[CH:12]=1)[CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 20308207HCID 20308207、化合物

生成物 1

HCID 20308268HCID 20308268、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

3.6 gm of N-methyl-N-cyclohexyl-3-bromo-4-hydroxy-benzylamine hydrochloride were dissolved in 50 ml of 90% acetic acid and admixed with a solution of 0.75 gm of chlorine in 15 ml of glacial acetic acid while cooling with ice water. After stirring for a short time, the solution was poured into a mixture of ice and 10 N sodium hydroxide solution and extracted three times with methylene chloride. The organic phase was evaporated to dryness. The residue was purified by means of column chromatography over silicagel with ethyl acetate as the eluant, yielding N-methyl-N-cyclohexyl-3-bromo-5-chloro-4-hydroxy-benzylamine, m.p. 136°-138° C, of the formula ##STR29## after recrystallization from ethanol/ether.

後処理

  1. extractionextracted three times with methylene chloride
  2. customThe organic phase was evaporated to dryness
  3. customThe residue was purified by means of column chromatography over silicagel with ethyl acetate as the eluant

出典と根拠

ORDレコード
ord-2b1fa3159d4f4678b9f04cd7568d8557
出典データセット
uspto-grants-1978_02
特許番号
US04073942

反応ノート

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