Water → Tert-butyl(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetate

HRID 1447695Notes

Reaction equation

HRID 1447695 reaction equation
[CH3:1][C:2]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][C:9]2[C:4](=[C:5]([Cl:13])[C:6]([Cl:12])=[C:7]([OH:11])[CH:8]=2)[C:3]1=[O:14].C(=O)([O-])[O-].[K+].[K+].Br[CH2:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30].O>CN(C)C=O>[C:32]([O:31][C:29](=[O:30])[CH2:28][O:11][C:7]1[CH:8]=[C:9]2[C:4](=[C:5]([Cl:13])[C:6]=1[Cl:12])[C:3](=[O:14])[C:2]([CH3:1])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:10]2)([CH3:35])([CH3:34])[CH3:33]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 936906,7-Dichloro-5-hydroxy-2-methyl-2-phenylindan-1-one

Product 1

HCID 20384375Tert-butyl(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2-methyl-2-phenyl-5-hydroxy-6,7-dichloro-1-indanone (9.2 g., 0.03 mole), potassium carbonate (8.29 g., 0.06 mole) and tert-butyl bromoacetate (6.44 g., 0.033 mole) in dimethylformamide (30 ml.) is stirred at 25° C. for two hours. The reaction mixture is poured into cold water (150 ml.) and the tert-butyl(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetate which separates is filtered, rinsed with water and dried.

Workup

  1. filtrationthe tert-butyl(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetate which separates is filtered
  2. washrinsed with water
  3. customdried

Sources & evidence

ORD record
ord-52c69a1037a74da88f6eabe99e5a237c
Source dataset
uspto-grants-1979_12
Patent number
US04177285

Reaction notes

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