Ethyl bromoacetate → HCID 21449484, compound

HRID 597018Notes

Reaction equation

HRID 597018 reaction equation
[CH:1]1([C:6]2([CH3:19])[CH2:14][C:13]3[C:8](=[C:9]([Cl:17])[C:10]([CH3:16])=[C:11]([OH:15])[CH:12]=3)[CH:7]2[OH:18])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][C:28]([O:30]CC)=[O:29].[OH-].[Na+]>CN(C)C=O>[OH:18][CH:7]1[C:8]2[C:13](=[CH:12][C:11]([O:15][CH2:27][C:28]([OH:30])=[O:29])=[C:10]([CH3:16])[C:9]=2[Cl:17])[CH2:14][C:6]1([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1)[CH3:19]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 21449490HCID 21449490, compound

Product 1

HCID 21449484HCID 21449484, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(1-Hydroxy-2-cyclopentyl-2,6-dimethyl-7-chloro-5-indanyloxy)acetic acid is prepared following substantially the same procedure described in Example 4, Step F, using the following substances: 2-cyclopentyl-2,6-dimethyl-7-chloroindan-1,5-diol (4.2 g., 0.015 mole); potassium carbonate (3.6 g.); ethyl bromoacetate (3.1 ml.); and dimethylformamide (35 ml.), and hydrolyzing the resultant ester with aqueous sodium hydroxide in accordance with Example 4, Step F, there is obtained (1-hydroxy-2-cyclopentyl-2,6-dimethyl-7-chloro-5-indanyloxy)acetic acid.

Workup

  1. custom(1-Hydroxy-2-cyclopentyl-2,6-dimethyl-7-chloro-5-indanyloxy)acetic acid is prepared

Sources & evidence

ORD record
ord-f66df7a3cbec436cacf5ea5e1758fdcc
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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