Sodium Hydroxide → sodium (R)-{3-{[2-(4,5-diphenyloxazol-2-yl)-1-hydroxy-2-cyclohexen-1-yl]methyl}-phenoxy}acetate

HRID 379321Notes

Reaction equation

HRID 379321 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[C@@:19]([CH2:25][C:26]4[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=4)[O:29][CH2:30][C:31]([O:33]CC)=[O:32])([OH:24])[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+:40]>C(O)C.C1COCC1>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[C@@:19]([CH2:25][C:26]4[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=4)[O:29][CH2:30][C:31]([O-:33])=[O:32])([OH:24])[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[Na+:40]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15550207ethyl (R)-{3-{[2-(4,5-diphenyloxazole-2-yl)-1-hydroxy-2-cyclohexen-1-yl]methyl}phenoxy}-acetate

Product 1

HCID 23662883sodium (R)-{3-{[2-(4,5-diphenyloxazol-2-yl)-1-hydroxy-2-cyclohexen-1-yl]methyl}-phenoxy}acetate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl (R)-{3-{[2-(4,5-diphenyloxazole-2-yl)-1-hydroxy-2-cyclohexen-1-yl]methyl}phenoxy}acetate (7.8 g) in a mixture of ethanol (50 ml) and THF (50 ml) was added 1N-NaOH solution (15.3 ml) at room temperature. After being stirred for 4 hours at the same temperature, the mixture was evaporated. The residue was washed with diethyl ether to afford sodium (R)-{3-{[2-(4,5-diphenyloxazol-2-yl)-1-hydroxy-2-cyclohexen-1-yl]methyl}-phenoxy}acetate(6.7 g).

Workup

  1. customthe mixture was evaporated
  2. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-4c3a4bff094941e4bb8f5c796c6ead5f
Source dataset
uspto-grants-2001_10
Patent number
US06297267B1

Reaction notes

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