Sodium Hydroxide → HCID 12878298, compound

HRID 443948Notes

Reaction equation

HRID 443948 reaction equation
[OH:1][C:2]([CH3:28])([CH:9]=[CH:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[CH:15][CH:14]=1)[CH2:3][C:4]([O:6]CC)=[O:5].[OH-].[Na+].[Br:31]Br.C(=O)([O-])O.[Na+]>CO>[OH:1][C:2]1([CH3:28])[CH:9]([Br:31])[CH:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[CH:15][CH:14]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24408BromineHCID 516892Sodium BicarbonateHCID 54430174HCID 54430174, compound

Product 1

HCID 12878298HCID 12878298, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The carboxylic acid (900 mg) prepared by hydrolyzing 1.03 g of ethyl 3-hydroxy-3-methyl-7-[p-(p-fluorobenzyloxy)phenyl]-4-heptenoate with 4 N sodium hydroxide solution in methanol, was treated with 0.2 ml of bromine in an aqueous sodium hydrogen carbonate solution and the reaction mixture was worked up according to the method described in Example 1 (b). The product was recrystallized from a mixture of acetone and ethyl ether (1:10) to yield 1.2 g of the desired compound melting at 160°-163° C.

Workup

  1. customThe product was recrystallized from a mixture of acetone and ethyl ether (1:10)

Sources & evidence

ORD record
ord-012c5cf3a38b4c1486691cd2c8000066
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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