Bromine → HCID 12878300, compound

HRID 2049707Notes

Reaction equation

HRID 2049707 reaction equation
[OH:1][C:2]([CH3:27])([CH:9]=[CH:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:3][C:4]([O:6]CC)=[O:5].[Br:28]Br.C(=O)([O-])O.[Na+]>CO>[OH:1][C:2]1([CH3:27])[CH:9]([Br:28])[CH:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 53891936HCID 53891936, compound

Product 1

HCID 12878300HCID 12878300, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The carboxylic acid (2.15 g) prepared by hydrolyzing ethyl 3-hydroxy-3-methyl-7-(o-benzyloxyphenyl)-4-heptenoate was treated with 1.6 g of bromine in an aqueous methanol solution of sodium hydrogen carbonate and the reaction mixture was worked up according to the method described in Example 1 (b). The product was recrystallized from ether to give 2.3 g of the desired compound melting at 122°-125° C.

Workup

  1. customThe product was recrystallized from ether

Sources & evidence

ORD record
ord-ccc29d098034471e81c37ed297f9594f
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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