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

HRID 982123노트

반응식

HRID 982123 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fc69a76d38e74bae923d81571868dadd
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994486

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