1,3-Dibromopropane → HCID 21883826, compound

HRID 722677Notes

Reaction equation

HRID 722677 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4]Br.C(=O)([O-])[O-].[K+].[K+].[CH:12]1([C:15]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[O:16])[CH2:14][CH2:13]1>CC(C)=O>[Br:1][CH2:2][CH2:3][CH2:4][O:23][C:20]1[CH:19]=[CH:18][C:17]([C:15]([CH:12]2[CH2:13][CH2:14]2)=[O:16])=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 10515124-cyclopropanecarbonylphenol

Product 1

HCID 21883826HCID 21883826, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a stirred and heated mixture of 1,3-dibromopropane (5 mmol) and potassium carbonate (3.4 mmol) in acetone (40 ml) was added dropwise a solution of 4-cyclopropanecarbonylphenol (5 mmol) in acetone (20 ml). The reaction was allowed to continue overnight. The mixture was filtered hot and the solvent removed under reduced pressure to leave an oil. The oil was purified by column chromatography on silica gel eluting with petroleum ether/ethyl acetate (15:1). 4-(N,N-dimethylsulfonamido)phenol, intermediate for example 110.

Workup

  1. temperatureheated
  2. filtrationThe mixture was filtered hot
  3. customthe solvent removed under reduced pressure
  4. customto leave an oil
  5. customThe oil was purified by column chromatography on silica gel eluting with petroleum ether/ethyl acetate (15:1)

Sources & evidence

ORD record
ord-b86b9c592fa94c45b5a6bc29d3bb5802
Source dataset
uspto-grants-2006_11
Patent number
US07138413B1

Reaction notes

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