Sodium Hydroxide → HCID 12878299, compound

HRID 2049698Notes

Reaction equation

HRID 2049698 reaction equation
[OH:1][C:2]([CH3:20])([CH:9]=[CH:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[CH2:3][C:4]([O:6]CC)=[O:5].[OH-].[Na+].[Br:23]Br.C(=O)([O-])O.[Na+]>CO>[OH:1][C:2]1([CH3:20])[CH:9]([Br:23])[CH:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24408BromineHCID 516892Sodium BicarbonateHCID 54470314HCID 54470314, compound

Product 1

HCID 12878299HCID 12878299, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The carboxylic acid (2.88 g) prepared by hydrolyzing 3.27 g of ethyl 3-hydroxy-3-methyl-7-(p-chlorophenyl)-4-heptenoate with 4 N sodium hydroxide solution in methanol, was treated with 1.3 g 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 purified by a column chromatography using silica gel affording 1.93 g of the desired compound melting at 116°-119° C.

Workup

  1. customThe product was purified by a column chromatography

Sources & evidence

ORD record
ord-6928ce64092b4993bfbc5db6388536a1
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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