Water → 1-(1-Napthylacetyl)4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine

HRID 1248016노트

반응식

HRID 1248016 반응식
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([C:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.[C:24]1([CH2:34][C:35](Cl)=[O:36])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1.O>C(Cl)Cl>[C:24]1([CH2:34][C:35]([N:12]2[CH2:11][CH:10]=[C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=3)[CH2:14][CH2:13]2)=[O:36])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 27953862-(Naphthalen-1-yl)acetyl chlorideHCID 111280344-[3-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine

생성물 1

HCID 132773721-(1-Napthylacetyl)4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine수율 61.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 7.5 g of 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine and 4.6 ml of triethylamine in 40 ml of methylene chloride, 6.75 g of 1-naphthylacetyl chloride in 30 ml of methylene chloride area added dropwise at 0° C. The mixture is stirred at 0° C. for 2 hours and water is added. The organic phase is separated, washed with water many times and concentrated under reduce pressure to give 11 g of crude product. Crystallization from 95% ethanol yields 8 g of 1-(1-napthylacetyl)4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine; m.p. 137°-140° C.

후처리

  1. customThe organic phase is separated
  2. washwashed with water many times
  3. concentrationconcentrated
  4. customto give 11 g of crude product
  5. customCrystallization from 95% ethanol

출처 및 근거

ORD 기록
ord-a5c7a2c920cf482f887cd5f84b831187
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521428

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