Hydrochloric Acid → Ethyl 4-hydroxybenzofuran-6-carboxylate

HRID 922439노트

반응식

HRID 922439 반응식
C([O:4][C:5]1[C:10]2[CH:11]=[CH:12][O:13][C:9]=2[CH:8]=[C:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].Cl>C(O)C>[OH:4][C:5]1[C:10]2[CH:11]=[CH:12][O:13][C:9]=2[CH:8]=[C:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 675451626-Benzofurancarboxylic acid, 4-(acetyloxy)-, ethyl ester

생성물 1

HCID 11344757Ethyl 4-hydroxybenzofuran-6-carboxylate수율 95.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of the compound obtained in the above (1) (24.7 g) in ethanol (150 mL) was added potassium carbonate (42.0 g), and the mixture was heated to reflux for 30 minutes. The reaction mixture was ice-cooled, and then acidified by 10% hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was triturated with n-hexane-dichloromethane (5:1) to give ethyl 4-hydroxy-1-benzofuran-6-carboxylate [REx(7-1)] (19.6 g) as a pale yellow powder.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. temperaturecooled
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with saturated saline
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting residue was triturated with n-hexane-dichloromethane (5:1)

출처 및 근거

ORD 기록
ord-3593af004da64766a74ae4905e6e0957
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278944B2

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