Tributylstannane → HCID 22280667, compound

HRID 354039Notes

Reaction equation

HRID 354039 reaction equation
[Si:1]([O:18][CH2:19][CH:20](OC(OC1C=CC=CC=1)=S)[C:21]([F:32])([F:31])[CH2:22][P:23](=[O:30])([O:27][CH2:28][CH3:29])[O:24][CH2:25][CH3:26])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SnH](CCCC)CCCC)CCC.CC(N=NC(C#N)(C)C)(C#N)C>C1(C)C=CC=CC=1>[Si:1]([O:18][CH2:19][CH2:20][C:21]([F:32])([F:31])[CH2:22][P:23](=[O:30])([O:24][CH2:25][CH3:26])[O:27][CH2:28][CH3:29])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 53657582HCID 53657582, compound

Product 1

HCID 22280667HCID 22280667, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of diethyl 4-(tert-butyldiphenylsilyloxy)-3-phenoxythiocarbonyloxy-2,2-difluorobutylphosphonate (1 mmole) in toluene (1 mL) was treated with tri-n-butyltin hydride (1.5 mmole) and AIBN (0.1 mmole), and the resulting reaction mixture was heated to reflux for 2 h. Evaporation and chromatography gave diethyl 4-(tert-butyldiphenylsilyloxy)-2,2-difluorobutylphosphonate as a clear oil.

Workup

  1. customthe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureto reflux for 2 h
  4. customEvaporation and chromatography

Sources & evidence

ORD record
ord-d9eead9ffbeb43b8b274b1c1f9a2cb5a
Source dataset
uspto-grants-2004_06
Patent number
US06756360B1

Reaction notes

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