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Potassium Hydroxide → HCID 58236465, 화합물

HRID 1182811
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HRID 1182811 반응식
[OH-].[K+].[CH3:3][O:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]([O:17][CH2:18][O:19][CH3:20])[C:14]([CH:21]([CH3:23])[CH3:22])=[CH:13][C:8]=1[C:9]([O:11]C)=[O:10]>CO.O>[CH3:3][O:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]([O:17][CH2:18][O:19][CH3:20])[C:14]([CH:21]([CH3:23])[CH3:22])=[CH:13][C:8]=1[C:9]([OH:11])=[O:10]
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참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 58236468Methyl 2,4-bis-(methoxymethyloxy)-5-isopropylbenzoate

생성물 1

HCID 58236465HCID 58236465, 화합물수율 73.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Aqueous potassium hydroxide (50% w/v, 1.0 ml) was added to a mixture of methyl 2,4-bis-(methoxymethyloxy)-5-isopropylbenzoate (560 mg, 1.88 mmol) in methanol (12 ml) and water (4 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 diluted with water (20 ml) and acidified by the addition of 2M hydrochloric acid (10 ml). The organic material was extracted with dichloromethane (2×20 ml) and the combined organic extracts were evaporated in vacuo. The residue was triturated with a mixture of petroleum ether and diethyl ether to afford 2,4-bis-(methoxymethyloxy)-5-isopropylbenzoic acid (392 mg, 73%) as a colourless solid. 1H NMR (DMSO-d6) 12.38 (1H, br s), 7.59 (1H, s), 6.84 (1H, s), 5.31 (2H, s), 5.20 (2H, s), 3.41 (6H, s), 3.21 (1H, m), 1.18 (6H, d). MS: [M+Na]+ 307.

후처리

  1. temperatureat reflux for 3 hours
  2. customwas removed in vacuo
  3. additionthe residue diluted with water (20 ml)
  4. additionacidified by the addition of 2M hydrochloric acid (10 ml)
  5. extractionThe organic material was extracted with dichloromethane (2×20 ml)
  6. customthe combined organic extracts were evaporated in vacuo
  7. customThe residue was triturated with a mixture of petroleum ether and diethyl ether

출처 및 근거

ORD 기록
ord-e1d8f71efae245be86d3c545c1105c0e
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664218B2

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