Dihydrobenzofuran → 2,3-Dihydrobenzofuran-5-carboxaldehyde

HRID 3001

反応式

HRID 3001 の反応式
[CH3:1][O:2][CH:3](Cl)Cl.[O:6]1[C:10]2C=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7]1>C(Cl)Cl.CCOCC>[O:2]1[C:3]2[CH:7]=[CH:8][C:9]([CH:10]=[O:6])=[CH:14][C:13]=2[CH2:12][CH2:1]1

参加物

5

反応物 2

HCID 10329DihydrobenzofuranHCID 21004Methane, dichloromethoxy-

生成物 1

HCID 7359012,3-Dihydrobenzofuran-5-carboxaldehyde収率 60.3%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a stirred solution of α,α-dichloromethyl methyl ether (2.15 g, 19 mmol, 1.35 eq) in methylene chloride (30 mL) at -40° C. was added successively stannic chloride (1.65 g, 17 mmol, 1.2 eq) and 15 minutes later, a solution of 2,3-dihydrobenzofuran (1.68 g, 14 mmol) in CH2Cl2 (5 mL) maintaining the temperature at or below -35° C. The mixture was warmed to 0° C., stirred 1 hour, then poured into ice-water, and stirred a further 30 minutes. The mixture was diluted with ether, and the phases separated. The organic phase was concentrated in vacuo, and the residue purified by vacuum distillation to yield the title compound (1.25 g, 60%) as a colorless liquid. b.p. 119°-121° C. at 0.3 mm Hg.

後処理

  1. stirringstirred a further 30 minutes
  2. customthe phases separated
  3. concentrationThe organic phase was concentrated in vacuo
  4. distillationthe residue purified by vacuum distillation

出典と根拠

ORDレコード
ord-a77e34e2ec91434fa697b43c33d45133
出典データセット
uspto-grants-1998_03
特許番号
US05731434

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