Hydrochloric Acid → HCID 21832183, compound

HRID 1682756Notes

Reaction equation

HRID 1682756 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].Cl.Br[CH2:15][C:16](=[O:18])[CH3:17].[C:19](=O)([O-])[O-].[K+].[K+]>O1CCOCC1.CN(C)C=O.CO>[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:19])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH2:15][C:16](=[O:18])[CH3:17]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 547DopacHCID 11430Potassium CarbonateHCID 11715Bromoacetone

Product 1

HCID 21832183HCID 21832183, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Preparation 21, but using 10 g of 3,4-dihydroxyphenylacetic acid, 30 ml of absolute methanol, 20 ml of a 4N solution of hydrogen chloride in dioxane, 200 ml of anhydrous dimethylformamide, 8.74 g of bromoacetone and 8.02 g of potassium carbonate, the title compound was obtained having an Rf=0.37 (thin layer chromatography over silica gel, using a 1:2 by volume mixture of ethyl acetate and hexane as the developing solvent).

Workup

  1. customthat described in Preparation 21

Sources & evidence

ORD record
ord-a359724f25ad4ec2b89d9c943c37a956
Source dataset
uspto-grants-1997_06
Patent number
US05635534

Reaction notes

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