Potassium Hydroxide → 2-Hydroxy-5-isopropyl-4-methoxybenzoic acid

HRID 389953노트

반응식

HRID 389953 반응식
[OH-].[K+].[OH:3][C:4]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([CH:16]([CH3:18])[CH3:17])=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7]>CO.O>[OH:3][C:4]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([CH:16]([CH3:18])[CH3:17])=[CH:10][C:5]=1[C:6]([OH:8])=[O:7]

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 58236455Methyl 2-hydroxy-5-isopropyl-4-methoxybenzoate

생성물 1

HCID 582364542-Hydroxy-5-isopropyl-4-methoxybenzoic acid수율 70%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Aqueous potassium hydroxide (50% w/v, 0.2 ml) was added to a suspension of methyl 2-hydroxy-5-isopropyl-4-methoxybenzoate (420 mg, 1.88 mmol) in methanol (5 ml) and water (2 ml) and the mixture was stirred and held at reflux for 3 hours. Upon cooling to room temperature the organic solvent was removed in vacuo and the residue acidified by the addition of 2M hydrochloric acid (10 ml). The solid material was collected by suction filtration, rinsed with water (2×10 ml) and sucked dry under reduced pressure to afford 2-hydroxy-5-isopropyl-4-methoxybenzoic acid (275 mg, 70%) as a colourless solid. 1H NMR (DMSO-d6) 13.50 (1H, br s), 11.40 (1H, br s), 7.53 (1H, s), 6.51 (1H, s), 3.83 (3H, s), 3.12 (1H, m), 1.13 (6H, d). MS: [M+H]+ 211.

후처리

  1. temperatureat reflux for 3 hours
  2. customwas removed in vacuo
  3. additionthe residue acidified by the addition of 2M hydrochloric acid (10 ml)
  4. filtrationThe solid material was collected by suction filtration
  5. washrinsed with water (2×10 ml)
  6. customsucked dry under reduced pressure

출처 및 근거

ORD 기록
ord-6cdd1e6432c84486bd22850e3161b179
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383619B2

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