Tetrahydrofuran → 4-[Hydroxy-(2,3,4,5-tetramethoxy-6-methylphenyl)methyl]benzoic acid

HRID 496347노트

반응식

HRID 496347 반응식
[OH-:1].[Na+].C([O:6][CH:7]([C:16]1C(C)=C(OC)[C:19]([O:25][CH3:26])=[C:18]([O:27][CH3:28])[C:17]=1[O:29][CH3:30])[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1)(=O)C.[CH2:31]1[CH2:35][O:34][CH2:33][CH2:32]1>[N+]([O-])([O-])=O.[Ag+]>[OH:6][CH:7]([C:16]1[C:31]([CH3:32])=[C:35]([O:34][CH3:33])[C:19]([O:25][CH3:26])=[C:18]([O:27][CH3:28])[C:17]=1[O:29][CH3:30])[C:8]1[CH:9]=[CH:10][C:11]([C:12]([OH:13])=[O:1])=[CH:14][CH:15]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22325308HCID 22325308, 화합물

생성물 1

HCID 223252814-[Hydroxy-(2,3,4,5-tetramethoxy-6-methylphenyl)methyl]benzoic acid수율 100%

시약·촉매·용매 1

HCID 24470Silver Nitrate촉매

실험 절차

After adding dropwise an aqueous solution (20 ml) of silver nitrate (3.06 g, 18.00 mmol) to an aqueous solution of 1 N sodium hydroxide (36 ml), a solution of 4-[acetoxy-(2,3,4,5-tetramethoxy-6-methylphenyl)methyl]benzaldehyde (2.34 g, 6.00 mmol) obtained in Step 2 of Example 1 in THF (30 ml) was added dropwise and the mixture was stirred at room temperature for 5 hours. The reaction mixture was filtered and the solid was washed with hot water. The filtrate and the wash solution were combined, which was then acidified with concentrated hydrochloric acid and then was extracted with ether. The extract was dried and the solvent was distilled off to yield the title compound (2.3 g, 6.37 mmol, yield 100%).

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe solid was washed with hot water
  3. extractionwas extracted with ether
  4. customThe extract was dried
  5. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-322fb19bcf544401b1936520ebc1f2da
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943196B1

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