Methyl tetrafluoro-2-(trifluoromethyl)propionate → HCID 86605061, compound

HRID 1949333Notes

Reaction equation

HRID 1949333 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]([F:11])([C:7]([F:10])([F:9])[F:8])[CH2:4][CH2:5][CH3:6].FC(C(F)(F)F)(C(F)(F)F)C(OC)=[O:17].C([Mg]Br)C>>[F:1][C:2]([F:12])([F:13])[C:3]([F:11])([C:7]([F:8])([F:9])[F:10])[CH:4]([OH:17])[CH2:5][CH3:6]

Participants

4

Reactant 3

HCID 2775518Methyl tetrafluoro-2-(trifluoromethyl)propionateHCID 19105657HCID 19105657, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 86605061HCID 86605061, compound

Procedure

1,1,1,2-Tetrafluoro-2-(trifluoromethyl)-pentane ((CF3)2CFCH2CH2CH3) may be prepared by reacting methyl perfluoroisobutyrate with ethyl magnesium bromide followed by hydrolysis to give 1,1,1,2-tetrafluoro-2-(trifluoromethyl)-3-pentanol. The pentanol is converted to 4,5,5,5-tetrafluoro-4-(trifluoromethyl)-2-pentene by dehydration with phosphorous pentoxide and the double bond saturated by hydrogenation over a palladium on carbon catalyst.

Workup

  1. customfollowed by hydrolysis

Sources & evidence

ORD record
ord-cbfe8202b73d451db15451b5470822eb
Source dataset
uspto-grants-2013_03
Patent number
US08399723B2

Reaction notes

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