Allyl bromide → HCID 22313405、化合物

HRID 965841ノート

反応式

HRID 965841 の反応式
[CH:1]([C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]=1[OH:14])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:2].C([O-])([O-])=O.[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:23]([O:14][C:13]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[CH:1]=[O:2])[CH:22]=[CH2:21]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 271759Ethyl 3-formyl-4-hydroxybenzoate

生成物 1

HCID 22313405HCID 22313405、化合物収率 92%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
60 °C

実験手順

To a stirred solution of ethyl 3-formyl-4-hydroxybenzoate [see: Skattebol, Acta. Chemica. Scandinavica 1999, 53, 258] (1.9 g, 10.0 mmol) and anhydrous K2CO3 (2.7 g, 19.5 mmol) in acetone (30 mL) is added allyl bromide (1.7 mL, 19.8 mmol). The mixture is heated in a 60° C. oil bath for 2 h. The mixture is cooled to rt, filtered and concentrated in vacuo to afford 2.1 g (92%) of ethyl 4-(allyloxy)-3-formylbenzoate as a white solid: 1H NMR (400 MHz, CDCl3) δ 10.5, 8.5, 8.2, 7.1, 6.1, 5.5, 5.4, 4.8, 4.4, 1.4.

後処理

  1. temperatureThe mixture is cooled to rt
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a5a98a18bd844853bc17533e09cccdc3
出典データセット
uspto-grants-2005_10
特許番号
US06951868B2

反応ノート

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