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

HRID 467038

反応式

HRID 467038 の反応式
[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]

参加物

5

反応物 3

HCID 107241-TetraloneHCID 75478Lithium cyanideHCID 82115Trimethylsilyl cyanide

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-346b244cc9ba41798e732c5fa26a656b
出典データセット
uspto-grants-1992_10
特許番号
US05158948

関連ノート

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