Hydrochloric Acid → HCID 10192749、化合物

HRID 1836060ノート

反応式

HRID 1836060 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.Cl>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

4

反応物 2

HCID 313Hydrochloric AcidHCID 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 1.0M) and the reaction was heated to reflux. After 2 hr, the reaction was cooled and then poured into 2N HCl 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°; 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. extractionextracted with EtOAc
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customthe product was purified by cloumn chromatography (60% EtOAc/Hexane)

出典と根拠

ORDレコード
ord-bf9ac396461c45feb5091c6a65ac59f7
出典データセット
uspto-grants-2004_08
特許番号
US06774248B2

反応ノート

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