Sodium borohydride → 1-Cyano-5-methoxy-3-phenyl-1,2,3,4-tetrahydronaphthalene

HRID 982123ノート

反応式

HRID 982123 の反応式
[BH4-].[Na+].[C:3]([C:5]1[C:14]2[C:9](=[C:10]([O:15][CH3:16])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=1)#[N:4]>C(O)C>[C:3]([CH:5]1[C:14]2[C:9](=[C:10]([O:15][CH3:16])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:6]1)#[N:4]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 200690311-Cyano-5-methoxy-3-phenyl-3,4-dihydronaphthalene

生成物 1

HCID 200690891-Cyano-5-methoxy-3-phenyl-1,2,3,4-tetrahydronaphthalene

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium borohydride (6.8 g) is added to a suspension of 6.1 g (23.3 mmol) of 1-cyano-5-methoxy-3-phenyl-3,4-dihydronaphthalene, from Step 1, in 100 mL of absolute ethanol and the reaction mixture is heated at reflux temperature for 1.5 h. The solvent is evaporated under reduced pressure and the residue partitioned between equal volumes of ethyl acetate and 1N aqueous hydrochloric acid solution. The layers are separated and the organic layer is washed with aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered and concentrated to give the title compound.

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux temperature for 1.5 h
  3. customThe solvent is evaporated under reduced pressure
  4. customthe residue partitioned between equal volumes of ethyl acetate and 1N aqueous hydrochloric acid solution
  5. customThe layers are separated
  6. washthe organic layer is washed with aqueous sodium bicarbonate solution and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-fc69a76d38e74bae923d81571868dadd
出典データセット
uspto-grants-1991_02
特許番号
US04994486

反応ノート

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