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

HRID 242085ノート

反応式

HRID 242085 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f76c4855d6246aca806863959e6bead
出典データセット
uspto-grants-2014_02
特許番号
US08653100B2

反応ノート

読み込み中…