Butyl bromide → HCID 54483300, compound

HRID 569617Notes

Reaction equation

HRID 569617 reaction equation
[CH2:1]([O:5][CH:6]([P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])[P:7](=[O:14])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])[CH2:2][CH2:3][CH3:4].CC(C)([O-])C.[K+].[CH2:29](Br)[CH2:30][CH2:31][CH3:32]>C(O)(C)(C)C.C(OCC)(=O)C>[CH2:1]([O:5][C:6]([P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])([P:7](=[O:14])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])[CH2:29][CH2:30][CH2:31][CH3:32])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 8002Butyl bromideHCID 13613503HCID 13613503, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 54483300HCID 54483300, compound

Reagents, catalysts & solvents 2

HCID 6386tert-ButanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Tetraethyl (n-butoxymethylene)-bisphosphonate (1.2 g) was added to a stirred solution of potassium tert-butoxide (0.37 g) in tert-butanol (5 ml). After 30 minutes at room temperature, butyl bromide (0.36 ml) was added, and the mixture was refluxed for 8 hours. After cooling, the mixture was diluted with ethyl acetate and washed with water. The organic phase was dried and evaporated to give an oil which was purified by chromatography to yield the title compound.

Workup

  1. temperaturethe mixture was refluxed for 8 hours
  2. temperatureAfter cooling
  3. washwashed with water
  4. customThe organic phase was dried
  5. customevaporated
  6. customto give an oil which
  7. customwas purified by chromatography

Sources & evidence

ORD record
ord-cecfbe3de01344198236c3836ceac600
Source dataset
uspto-grants-1988_03
Patent number
US04732998

Reaction notes

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