1-Tetralone → 1-Trimethylsilyloxy-1-cyano-1,2,3,4-tetrahydronaphthalene

HRID 467038

반응식

HRID 467038 반응식
[C:1]1(=[O:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[C-:12]#[N:13].[Li+].[CH3:15][Si:16](C#N)([CH3:18])[CH3:17]>C1COCC1>[C:12]([C:1]1([O:11][Si:16]([CH3:18])([CH3:17])[CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1)#[N:13]

참가 물질

5

반응물 3

HCID 107241-TetraloneHCID 75478Lithium cyanideHCID 82115Trimethylsilyl cyanide

생성물 1

HCID 117469071-Trimethylsilyloxy-1-cyano-1,2,3,4-tetrahydronaphthalene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1,2,3,4-tetrahydronaphthalene-1-one (20 g, 140 mmol) in THF (150 mL) was added 6 mL of a 0.5M solution of lithium cyanide (3 mmol, 0.02 equivalent). The reaction mixture was stirred for ~2 minutes and then trimethylsilyl cyanide (25 g, 250 mmol, 1.8 equivalent) was added in one portion. The reaction mixture was stirred for 4.5 hours. Solvents and excess trimethylsilyl cyanide were removed under reduced pressure to give the title compound as a yellow oil. The oil was used in the next step without purification.

후처리

  1. stirringThe reaction mixture was stirred for 4.5 hours
  2. customSolvents and excess trimethylsilyl cyanide were removed under reduced pressure

출처 및 근거

ORD 기록
ord-346b244cc9ba41798e732c5fa26a656b
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158948

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