Dimethylformamide → HCID 13851149, compound

HRID 1194840Notes

Reaction equation

HRID 1194840 reaction equation
[Cl:1][C:2]1[C:15]2[O:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][C:3]=1[OH:17].C(=O)([O-])[O-].Br[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25].CN(C=O)C>O>[Cl:1][C:2]1[C:15]2[O:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][C:3]=1[O:17][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7748Ethyl bromoacetateHCID 19660Carbonate IonHCID 15617000HCID 15617000, compound

Product 1

HCID 13851149HCID 13851149, compoundYield 67.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.2 g of 4-chloro-3-hydroxy-9-oxo-9H-xanthene, 1.7 g of postassium carbonate, 2.1 g of ethyl bromoacetate and 30 ml of DMF was stirred at 60°-70° C. for 3 hours. After cooling the mixture, water was added and the resulting crystal was recovered by filtration, washed with water and dried. Recrystallization from ethanol gave 1.1 g of ethyl 4-chloro-9-oxo-9H-xanthene-3-yloxyacetate. m.p. 183°-185° C.

Workup

  1. additionwas added
  2. filtrationthe resulting crystal was recovered by filtration
  3. washwashed with water
  4. customdried
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-1817f55e4447404da637c68d31952a47
Source dataset
uspto-grants-1989_03
Patent number
US04816479

Reaction notes

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