Sodium Fluoride → 2,3,3,3-Tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propanoyl fluoride

HRID 2246002Notes

Reaction equation

HRID 2246002 reaction equation
[F:1][S:2]([C:5]([C:8]([O:11][C:12]([C:15]([O:18][C:19]([C:21]([O:27][C:28]([C:31]([C:34]([F:37])([F:36])[F:35])([F:33])[F:32])([F:30])[F:29])([C:23]([F:26])([F:25])[F:24])[F:22])=[O:20])(F)[F:16])([F:14])[F:13])([F:10])[F:9])([F:7])[F:6])(=[O:4])=[O:3].[F-:38].[Na+]>>[C:23]([C:21]([C:19]([F:38])=[O:20])([O:27][C:28]([C:31]([C:34]([F:36])([F:37])[F:35])([F:32])[F:33])([F:30])[F:29])[F:22])([F:25])([F:26])[F:24].[F:1][S:2]([C:5]([C:8]([O:11][C:12]([C:15]([F:16])=[O:18])([F:13])[F:14])([F:9])[F:10])([F:7])[F:6])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 5235Sodium FluorideHCID 131724588HCID 131724588, compound

Product 2

HCID 1027402,3,3,3-Tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propanoyl fluorideHCID 128247042,2-Difluoro-2-[1,1,2,2-tetrafluoro-2-(fluorosulfonyl)ethoxy]acetyl fluoride

Conditions

Temperature
140 °C

Procedure

FSO2CF2CF2OCF2CF2OCOCF(CF3)OCF2CF2CF3(3.1 g) obtained in Example 3 was charged into a flask together with NaF powder (0.02 g) and heated at 140° C. for 10 hours in an oil bath with vigorous stirring. At the upper portion of the flask, a reflux condenser having the temperature adjusted at 20° C., was installed. After cooling, the liquid sample (3.0 g) was recovered. As a result of the analysis by GC-MS, CF3CF(OCF2CF2CF3)COF and FSO2CF2CF2OCF2COF were confirmed to be the main products, and the NMR yield was 71.2%. Further, FCOCF(CF3)OCF2CF2CF3 was obtained in a yield of 74.0%.

Workup

  1. customadjusted at 20° C.
  2. temperatureAfter cooling
  3. customthe liquid sample (3.0 g) was recovered

Sources & evidence

ORD record
ord-1ed96907b06545ce867682c5e329049d
Source dataset
uspto-grants-2010_03
Patent number
USRE041184E1

Reaction notes

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