Hydrochloric Acid → alpha-(4-Acetyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetic acid

HRID 1378855노트

반응식

HRID 1378855 반응식
[C:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][CH:9]([C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:10]([O:12]C)=[O:11])=[C:6]([CH2:25][CH2:26][CH3:27])[CH:5]=1)(=[O:3])[CH3:2].[OH-].[Na+].C(Cl)(Cl)Cl.CO.[NH4+].[OH-].Cl>CO>[C:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][CH:9]([C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:10]([OH:12])=[O:11])=[C:6]([CH2:25][CH2:26][CH3:27])[CH:5]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19080436Methyl alpha-(4-acetyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetateHCID 21873181Chloroform methanol ammonium hydroxide

생성물 1

HCID 19080456alpha-(4-Acetyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetic acid수율 78%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 0.556 g (1.50 mmol) of the product of Step B dissolved in 4.0 mL of methanol was added 0.45 mL (2.25 mmol) of a 5.0N aqueous solution of sodium hydroxide. The reaction mixture was stirred at room temperature and monitored by TLC (CHCl3 --MeOH--NH4OH 80:15:1). After 4 hours the reaction was judged to be complete and the reaction mixture was adjusted to pH=7 with 6.0N HCl. The mixture was then evaporated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with CHCl3 --MeOH--NH4OH (80:15:1). Evaporation of the purified fractions and drying in vacuo afforded 0.416 g (78%) of the title compound.

후처리

  1. customThe mixture was then evaporated in vacuo
  2. customthe residue was purified on a silica gel flash chromatography column
  3. washeluted with CHCl3 --MeOH--NH4OH (80:15:1)
  4. customEvaporation of the purified fractions
  5. customdrying in vacuo

출처 및 근거

ORD 기록
ord-949693ed1f694755937e8e2d7f50189d
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05668176

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