Sulfuric Acid → 2,2-Dichloro-3,3,3-trifluoropropanal

HRID 1975803Notes

Reaction equation

HRID 1975803 reaction equation
C[Si](C)(C)[O:3][CH:4](N(C)C)[C:5]([Cl:11])([Cl:10])[C:6]([F:9])([F:8])[F:7].S(=O)(=O)(O)O>>[Cl:10][C:5]([Cl:11])([C:6]([F:9])([F:8])[F:7])[CH:4]=[O:3]

Participants

3

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.

Sources & evidence

ORD record
ord-8eacb0955ce34b2293d55bc9124fcfb0
Source dataset
uspto-grants-1994_02
Patent number
US05288819

Reaction notes

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