Ethyl bromoacetate → (1-Hydroxy-2,2-dimethyl-6,7-dichloro-5-indanyloxy)acetic acid

HRID 597004Notes

Reaction equation

HRID 597004 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:10][C:9]2[C:4](=[C:5]([Cl:13])[C:6]([Cl:12])=[C:7]([OH:11])[CH:8]=2)[CH:3]1[OH:14].C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][C:24]([O:26]CC)=[O:25].[OH-].[Na+]>CN(C)C=O>[OH:14][CH:3]1[C:4]2[C:9](=[CH:8][C:7]([O:11][CH2:23][C:24]([OH:26])=[O:25])=[C:6]([Cl:12])[C:5]=2[Cl:13])[CH2:10][C:2]1([CH3:15])[CH3:1]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 214494882,2-Dimethyl-6,7-dichloro-1,5-indanediol

Product 1

HCID 21449496(1-Hydroxy-2,2-dimethyl-6,7-dichloro-5-indanyloxy)acetic acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(1-Hydroxy-2,2-dimethyl-6,7-dichloro-5-indanyloxy)acetic acid is prepared following substantially the same procedure described in Example 4, Step F, using the following substances: 2,2-dimethyl-6,7-dichloro-1,5-indanediol (3.7 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, gives (1-hydroxy-2,2-dimethyl-6,7-dichloro-5-indanyloxy)acetic acid.

Workup

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

Sources & evidence

ORD record
ord-ae9e6aa255f0400485125dbc8ee71b52
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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