Methanol → HCID 23320881、化合物

HRID 280626ノート

反応式

HRID 280626 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](O)=[O:11])=[C:7]([CH2:13][CH3:14])[C:6]=2[CH:15]=1.CO>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][OH:11])=[C:7]([CH2:13][CH3:14])[C:6]=2[CH:15]=1

参加物

4

反応物 2

HCID 887MethanolHCID 233208915-Bromo-3-ethyl-1-benzofuran-2-carboxylic acid

生成物 1

HCID 23320881HCID 23320881、化合物収率 58%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a stirred solution of 5-bromo-3-ethylbenzofuran-2-carboxylic acid (1.91 g) in dry tetrahydrofuran (70 ml) at 0° C. under an atmosphere of dry nitrogen was added dropwise borane-tetrahydrofuran complex (25 ml of 1M solution). The solution was stirred at 0° C. for 1 hour and then at room temperature for 24 hours. Methanol was added continuously to decompose the excess borane complex and then the solution was evaporated. The residue was dissolved in ether and the solution was washed with water and dried (Na2SO4). Evaporation of the ether gave a solid which was chromatographed on silica gel. Elution with chloroform gave a solid which was crystallised from ethyl acetate/petrol to give 5-bromo-3-ethyl-2-hydroxymethylbenzofuran (1.05 g), m.p. 93°-94°.

後処理

  1. waitat room temperature for 24 hours
  2. customthe solution was evaporated
  3. dissolutionThe residue was dissolved in ether
  4. washthe solution was washed with water
  5. dry with materialdried (Na2SO4)
  6. customEvaporation of the ether
  7. customgave a solid which
  8. customwas chromatographed on silica gel
  9. washElution with chloroform
  10. customgave a solid which
  11. customwas crystallised from ethyl acetate/petrol

出典と根拠

ORDレコード
ord-405fb51472444c9bb0b6c1a65ea6df1b
出典データセット
uspto-grants-1986_05
特許番号
US04590200

反応ノート

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