Butyl iodide → 6-Butoxy-3,3-dimethylindan-1-one

HRID 850025ノート

反応式

HRID 850025 の反応式
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[H-].[Na+].I[CH2:17][CH2:18][CH2:19][CH3:20]>CN(C=O)C>[CH2:17]([O:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1)[CH2:18][CH2:19][CH3:20]

参加物

5

反応物 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 193658996-Hydroxy-3,3-dimethyl-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 193659046-Butoxy-3,3-dimethylindan-1-one収率 84.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Under nitrogen, a solution of 28.5 g (0.16 mol) of 6-hydroxy-3,3-dimethylindan-1-one (J. Org. Chem. 19; 1954; 305) in 200 ml of DMF was added dropwise to a solution of 5.6 g (0.19 mol) of 80% sodium hydride in 250 ml of DMF. After 1 h at RT, 30.4 g (0.17 mol) of 1-iodobutane were added, and the mixture was stirred at RT for 2 h. The solvent was distilled off under reduced pressure, the residue was taken up in EA and water and the organic phase was washed successively with dil. hydrochloric acid and dil. sodium hydroxide solution. This procedure gave 31.3 g of 6-butoxy-3,3-dimethylindan-1-one.

後処理

  1. distillationThe solvent was distilled off under reduced pressure
  2. washwater and the organic phase was washed successively with dil. hydrochloric acid and dil. sodium hydroxide solution

出典と根拠

ORDレコード
ord-a0c1447452e144df987603ea24fc4473
出典データセット
uspto-grants-2000_01
特許番号
US06015822

反応ノート

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