HCID 15839226, compound → HCID 15839227, compound

HRID 743988Notes

Reaction equation

HRID 743988 reaction equation
[C:1]1([C:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(O)[CH:8]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>Cl>[C:24]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:8]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 1

HCID 15839226HCID 15839226, compound

Product 1

HCID 15839227HCID 15839227, compoundYield 23.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Methyl (2RS)-3,3-diphenyl-3-hydroxy-2-(3,4-methylenedioxybenzyl)propanoate (0.309 g, 0.79 mmol) was dissolved in methanolic HCl (60 ml) (prepared by passing HCl gas through MeOH at 0° C.). After 4 days at ambient temperature the MeOH was removed by evaporation and replaced with fresh methanolic HCl. After a further 2 days the methanol was evaporated. The residue was recrystallized (MeOH) to give the title compound as a colorless solid (69 mg, 23%).

Workup

  1. customAfter 4 days at ambient temperature the MeOH was removed by evaporation
  2. customAfter a further 2 days the methanol was evaporated
  3. customThe residue was recrystallized (MeOH)

Sources & evidence

ORD record
ord-fc352ae95533465d97f5950d034276b0
Source dataset
uspto-grants-1996_09
Patent number
US05559105

Reaction notes

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