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

HRID 850025노트

반응식

HRID 850025 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 193659046-Butoxy-3,3-dimethylindan-1-one수율 84.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a0c1447452e144df987603ea24fc4473
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06015822

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