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

HRID 1648009

反応式

HRID 1648009 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  1. washwashed with water and saturated brine

出典と根拠

ORDレコード
ord-15a3040a6586440e87e7b4658ec843c7
出典データセット
uspto-grants-1995_07
特許番号
US05434186

関連ノート

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