Ethyl bromoacetate → HCID 12395614, compound

HRID 597031Notes

Reaction equation

HRID 597031 reaction equation
[CH2:1]([CH:3]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[C:6]([Cl:20])[C:7]([Cl:19])=[C:8]([OH:18])[CH:9]=2)[C:4]1=[O:21])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:29][C:30]([O:32]CC)=[O:31]>CN(C)C=O>[O:21]=[C:4]1[C:5]2[C:10](=[CH:9][C:8]([O:18][CH2:29][C:30]([OH:32])=[O:31])=[C:7]([Cl:19])[C:6]=2[Cl:20])[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:3]1[CH2:1][CH3:2]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 12395576HCID 12395576, compound

Product 1

HCID 12395614HCID 12395614, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(1-Oxo-2-ethyl-3-phenyl-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-ethyl-3-phenyl-5-hydroxy-6,7-dichloro-1-indanone (16.6 g., 0.0518 mole); potassium carbonate (14.4 g., 0.104 mole); ethyl bromoacetate (17.3 g., 0.104 mole); and dimethylformamide (80 ml.); and hydrolyzing the resultant ester in accordance with Example 4, Step F, there is obtained 14.4. g. (74%) of (1-oxo-2-ethyl-3-phenyl-6,7-dichloro-5-indanyloxy)acetic acid which after recrystallization from acetic acid melts at 203°-206° C.

Sources & evidence

ORD record
ord-fd34beb31ffd46b8a4c8e487fff1da0c
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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