Water → 6-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenone

HRID 1646989ノート

反応式

HRID 1646989 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[C:7]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(C(OC)=O)[CH2:6][CH2:5]2.[Cl-].[Li+].O>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH:7]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:6][CH2:5]2

参加物

5

反応物 3

HCID 962WaterHCID 433294Lithium ChlorideHCID 57050899Methyl 6-fluoro-1,2,3,4-tetrahydro-1-oxo-2-phenyl-2-naphthalenecarboxylate

生成物 1

HCID 139534336-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenone収率 87%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

The tetralone from Step B (2.8 g, 9.4 mmole) was dissolved in 45 ml of dimethylformamide. To this solution was added lithium chloride (2.0 g, 47 mmole) and water (0.42 ml, 23 mmole). The reaction mixture was heated to 150° C. for 2.5 hrs and then cooled and partitioned between ether and water. The aqueous Phase was separated and extracted three times with ether. The combined organic phases were washed once with water, dried (MgSO4), and concentrated (1.96 g, 87% yield).

後処理

  1. temperaturecooled
  2. custompartitioned between ether and water
  3. customThe aqueous Phase was separated
  4. extractionextracted three times with ether
  5. washThe combined organic phases were washed once with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated (1.96 g, 87% yield)

出典と根拠

ORDレコード
ord-c482adfbbac4421e922c5d0c9fb93a29
出典データセット
uspto-grants-1993_01
特許番号
US05182303

反応ノート

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