2-(4-Hydroxyphenyl)-5-benzofurancarboxylic acid → HCID 10192749、化合物

HRID 1794555ノート

反応式

HRID 1794555 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([C:17](O)=[O:18])=[CH:13][C:11]=3[CH:12]=2)=[CH:4][CH:3]=1>C1COCC1>[OH:18][CH2:17][C:14]1[CH:15]=[CH:16][C:10]2[O:9][C:8]([C:5]3[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=3)=[CH:12][C:11]=2[CH:13]=1

参加物

3

反応物 1

HCID 222216192-(4-Hydroxyphenyl)-5-benzofurancarboxylic acid

生成物 1

HCID 10192749HCID 10192749、化合物収率 37%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Compound 143 (0.21 g, 0.83 mmol) in THF (10 ml) was treated with BH3 THF (4.0 ml of 1.0 M) and the reaction was heated to reflux. After 2 hr, the reaction was cooled and then poured into 2NHCl and extracted with EtOAc. The organic layer was dried, concentrated and the product was purified by cloumn chromatography (60% EtOAc/Hexane) to give 144 as a solid (0.07 g, 37%); Mp=248–250° C.; 1H NMR (DMSO-d6) δ 9.86 (br s, 1 H), 7.72 (d, 2 H, J=8.3 Hz), 7.52–7.49 (m, 2 H), 7.19 (dd, 1 H, J=8.3 Hz, 1.6 Hz), 7.15 (s, 1 H), 6.87 (d, 2 H, J=8.8 Hz), 5.19 (t, 1 H, J=5.2 Hz), 4.56 (d, 2 H, J=4.1 Hz); MS 239 (M−H)−.

後処理

  1. temperaturethe reaction was heated to reflux
  2. temperaturethe reaction was cooled
  3. additionpoured into 2NHCl and
  4. extractionextracted with EtOAc
  5. customThe organic layer was dried
  6. concentrationconcentrated
  7. customthe product was purified by cloumn chromatography (60% EtOAc/Hexane)

出典と根拠

ORDレコード
ord-fdf7a05dbb194648b2c70f192899c877
出典データセット
uspto-grants-2006_04
特許番号
US07022733B2

反応ノート

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