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

HRID 582721노트

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HRID 582721 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-57ffef8609494f65947386a56af30e3f
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925674

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