Dimethylformamide → HCID 19961482, compound

HRID 1975802Notes

Reaction equation

HRID 1975802 reaction equation
[Cl:1][C:2]([Cl:10])(C(F)F)[C:3]([F:6])([F:5])[F:4].Cl[Si:12]([CH3:15])([CH3:14])[CH3:13].[CH3:16][N:17]([CH3:20])[CH:18]=[O:19]>[Zn]>[CH3:13][Si:12]([CH3:15])([CH3:14])[O:19][CH:18]([N:17]([CH3:20])[CH3:16])[C:2]([Cl:10])([Cl:1])[C:3]([F:6])([F:5])[F:4]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 623152,2-Dichloro-1,1,1,3,3-pentafluoropropane

Product 1

HCID 19961482HCID 19961482, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Until HCFC-225a becomes available in commercial quantities, HCFC-225a may be prepared by a standard and well-known organic synthesis technique. For example, 2,2-dichloro-1,1,1,3,3-pentafluoropropane may be prepared by reacting a dimethylformamide solution of 1,1,1-trichloro-2,2,2-trifluoromethane with chlorotrimethylsilane in the presence of zinc, forming 1-(trimethylsiloxy)-2,2-dichloro-3,3,3-trifluoro-N,N-dimethylpropylamine. The 1-(trimethylsiloxy)-2,2-dichloro-3,3,3-trifluoro-N,N-dimethylpropylamine is reacted with sulfuric acid to form 2,2-dichloro-3,3,3-trifluoropropionaldehyde. The 2,2-dichloro-3,3,3-trifluoropropionaldehyde is then reacted with sulfur tetrafluoride to produce 2,2-dichloro-1,1,1,3,3-pentafluoropropane.

Workup

  1. custommay be prepared by a standard and well-known organic synthesis technique

Sources & evidence

ORD record
ord-c46419f82f82418090768d4cb6a6639d
Source dataset
uspto-grants-1994_02
Patent number
US05288819

Reaction notes

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