2-(4-Hydroxyphenyl)-5-benzofurancarboxylic acid → HCID 10192749, 화합물

HRID 1794555노트

반응식

HRID 1794555 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

HCID 10192749HCID 10192749, 화합물수율 37%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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)−.

후처리

  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)

출처 및 근거

ORD 기록
ord-fdf7a05dbb194648b2c70f192899c877
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022733B2

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