3-Hydroxybenzaldehyde → 3-[[5-(Acetyloxy)pentyl]oxy]benzaldehyde

HRID 1648009

반응식

HRID 1648009 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br)(=[O:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>CCOCC>[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])(=[O:12])[CH3:11]

참가 물질

6

반응물 4

HCID 1013-HydroxybenzaldehydeHCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 851405-Bromopentyl acetate

생성물 1

HCID 199221103-[[5-(Acetyloxy)pentyl]oxy]benzaldehyde수율 103.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A mixture of 1.22 g (10 mmol) of 3-hydroxybenzaldehyde, 2.3 g (11 mmol) of 5-bromopentyl acetate, 3.82 g (27.7 mmol) of anhydrous, granular potassium carbonate, and 25 mL of dimethyl sulfoxide was stirred at room temperature for 20 hr. The resulting brown slurry was diluted with ether and washed with water and saturated brine. Completion of the usual work-up gave 2.59 g (100%) of 3-[[5-(acetyloxy)pentyl]oxy]benzaldehyde as a yellow oil which was used without further purification.

후처리

  1. washwashed with water and saturated brine

출처 및 근거

ORD 기록
ord-15a3040a6586440e87e7b4658ec843c7
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05434186

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