Triethylamine → 4-(1-Bromo-cyclohexanoyl)-amino-2,3-dichloro-phenol

HRID 582721ノート

反応式

HRID 582721 の反応式
[Br:1][C:2]1([C:8](Cl)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.N[C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([Cl:19])[C:13]=1[Cl:20].C([N:23](CC)CC)C>O1CCCC1>[Br:1][C:2]1([C:8]([C:12]2[C:17]([NH2:23])=[CH:16][C:15]([OH:18])=[C:14]([Cl:19])[C:13]=2[Cl:20])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 98775294-Amino-2,3-dichlorophenolHCID 152548741-Bromocyclohexanecarbonyl chloride

生成物 1

HCID 867542704-(1-Bromo-cyclohexanoyl)-amino-2,3-dichloro-phenol収率 64.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

12.6 g (0.056 mol) of 1-bromo-cyclohexanecarboxylic acid chloride are added dropwise at 0° C. with stirring to a mixture of 10 g (0.056 mol) of 4-amino-2,3-dichlorophenol and 100 ml of tetrahydrofuran. After adding half (5 g) of the acid chloride, 7.7 ml (0.05 mol) of triethylamine are added dropwise at the same time. When the addition has ended, the reaction mixture is stirred for 24 hours at 20° C. and then poured into 300 ml of ice-water. The mixture is extracted twice using in each case 300 ml of dichloromethane, and the organic phase is dried over magnesium sulphate and evaporated by stripping off the solvent under reduced pressure. The residue which remains is recrystallized from toluene. In this manner. 11.9 g (58% of theory) of 4-(1-bromo-cyclohexanoyl)-amino-2,3-dichloro-phenol are obtained in the form of a solid substance of melting point 142° C.

後処理

  1. additionare added dropwise at the same time
  2. additionWhen the addition
  3. extractionThe mixture is extracted twice
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. customevaporated
  6. customThe residue which remains is recrystallized from toluene

出典と根拠

ORDレコード
ord-57ffef8609494f65947386a56af30e3f
出典データセット
uspto-grants-1999_07
特許番号
US05925674

反応ノート

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