Water → HCID 54123959, compound

HRID 544169Notes

Reaction equation

HRID 544169 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][C:15]2[O:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][C:17](=[O:24])[CH:16]=2)=[CH:9][CH:8]=1.O>C(Cl)Cl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([CH:13]=[CH:14][C:15]2[O:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][C:17](=[O:24])[CH:16]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 54365882HCID 54365882, compound

Product 1

HCID 54123959HCID 54123959, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boron tribromide (2.5 ml) was added to a stirred suspension of 6-[2-(4-methoxyphenyl)ethenyl]-4-oxo-4H-pyran-2-carboxylic acid (1.4 g) in methylene chloride (140 ml) and the mixture was stirred for 3 hours at room temperature and 1 hour under reflux. Water (30 ml) was added to the stirred mixture and the solid product was crystallised from ethanol-water to give the title product (mp 256° C. with decomposition).

Workup

  1. temperatureunder reflux
  2. customthe solid product was crystallised from ethanol-water

Sources & evidence

ORD record
ord-dd2f1fb0f28348d1a504891953c6d349
Source dataset
uspto-grants-1984_05
Patent number
US04448787

Reaction notes

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