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Water → 5-bromo-2,3-dihydrobenzofuran-7-carboxylic Acid

HRID 1681863
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HRID 1681863 반응식
[O:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]([OH:12])=[O:11])[C:2]1=2.[Br:13]Br.O>C(O)(=O)C.[Fe]>[Br:13][C:7]1[CH:8]=[C:9]([C:10]([OH:12])=[O:11])[C:2]2[O:1][CH2:5][CH2:4][C:3]=2[CH:6]=1
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참가 물질

6

반응물 3

HCID 962WaterHCID 24408BromineHCID 27950142,3-Dihydro-1-benzofuran-7-carboxylic acid

생성물 1

HCID 27947975-bromo-2,3-dihydrobenzofuran-7-carboxylic Acid수율 50.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매2회

실험 절차

To an ice-cooled acetic acid solution (5 ml) of 2,3-dihydrobenzo[b]furan-7-carboxylic acid (15a) (0.33 g, 2.0 mmol) there was added iron (8 mg, 0.14 mmol) and bromine (0.32 g, 2.0 mmol) in 1 ml of acetic acid. The mixture was stirred at room temperature for 18 hours and then poured into water (20 ml). After cooling in the freezer for 11/2 hours the product was collected on a filter, and recrystallized from ethyl acetate to give 0.24 g (50.3%) of 15b as a white crystalline solid, mp 228°-229° C.

후처리

  1. temperatureAfter cooling in the freezer for 11/2 hours the product
  2. customwas collected on a filter
  3. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-814f9df3379a4ec7aabcb6ba3857880c
출처 데이터셋
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05175173

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