Sodium Hydroxide → 1-(4-Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylic acid

HRID 650744Notes

Reaction equation

HRID 650744 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([C:18]3[CH:23]=[CH:22][C:21]4[O:24][CH2:25][O:26][C:20]=4[CH:19]=3)[CH:10]2[C:27]([O:29]CC)=[O:28])=[CH:5][CH:4]=1.[OH-].[Na+]>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([C:18]3[CH:23]=[CH:22][C:21]4[O:24][CH2:25][O:26][C:20]=4[CH:19]=3)[CH:10]2[C:27]([OH:29])=[O:28])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70195228Ethyl (1RS,2RS,3SR)-1-(4Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylate

Product 1

HCID 159085001-(4-Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylic acidYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of ethyl(1RS,2RS,3SR)-1-(4-methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylate (0.10 g, 0.2 mmol) in ETOH (5 ml) was added a solution of sodiumhydroxide (0.10 g, 2.5 mmol) in H2O (2 ml). The resulting mixture was stirred at room temperature oveni2rht. The mixture was acidified, and the solid which formed was collected by filtration and dried under reduced pressure to afford the title compound as a tan solid (0.04 g, 86%).

Workup

  1. customthe solid which formed
  2. filtrationwas collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-709adbf132434704aebbdbcd0d9a4b30
Source dataset
uspto-grants-2001_08
Patent number
US06274737B1

Reaction notes

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