Water → HCID 20373912, compound

HRID 1834677Notes

Reaction equation

HRID 1834677 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:8][C:9]=2[Br:11])[CH2:4][CH:3]1[CH2:17][CH3:18].[Br:19]Br.O.S(=O)(O)[O-].[Na+]>C(O)(=O)C>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:8][C:9]=2[Br:11])[CH2:4][C:3]1([CH2:17][CH3:18])[Br:19]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 20373896HCID 20373896, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 20373912HCID 20373912, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A stirred suspension of (1-oxo-2-ethyl-7-bromo-5-indanyloxy)acetic acid in acetic acid is treated over a 10-minute period with a solution of bromine in acetic acid. The reaction mixture is stirred at ambient temperature for 0.5 hour and poured into water containing sodium bisulfite (1 g.). The (1oxo-2-ethyl-2,7-dibromo-5-indanyloxy)-acetic acid is extracted from the reaction mixture with ether, and the ether solution washed with water and dried over anhydrous magnesium sulfate. Removal of the solvent yields the products as an oil.

Workup

  1. extractionThe (1oxo-2-ethyl-2,7-dibromo-5-indanyloxy)-acetic acid is extracted from the reaction mixture with ether
  2. washthe ether solution washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-f99e1dc37fc94be9b4d62557274f792c
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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