Phosphorus oxychloride → 1-[1-(4-Chlorophenyl)cyclobutyl]-7-methoxy-3,4-dihydroisoquinoline

HRID 242085노트

반응식

HRID 242085 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]([NH:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=O)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=4)[CH2:16][CH2:15][N:14]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 604097221-(4-Chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]cyclobutanecarboxamide

생성물 1

HCID 668686991-[1-(4-Chlorophenyl)cyclobutyl]-7-methoxy-3,4-dihydroisoquinoline

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1-(4-Chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]cyclobutanecarboxamide (10.58 g, 30.8 mmol) was treated with toluene (100 mL). Phosphoryl trichloride (4.72 g, 30.8 mmol) was added and the reaction mixture was heated under reflux for 8 h. After cooling to room temperature the reaction mixture was concentrated in vacuo and then slowly poured in ice water. Ethyl acetate was added and the organic layer was washed with water (2×), dried (MgSO4) and concetrated in vacuo to give an orange oil. Yield: 10.25 g.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 8 h
  3. concentrationwas concentrated in vacuo
  4. additionslowly poured in ice water
  5. additionEthyl acetate was added
  6. washthe organic layer was washed with water (2×)
  7. dry with materialdried (MgSO4)
  8. customto give an orange oil

출처 및 근거

ORD 기록
ord-4f76c4855d6246aca806863959e6bead
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653100B2

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