Phosphorus pentachloride → HCID 53966123, compound

HRID 893822Notes

Reaction equation

HRID 893822 reaction equation
[F:1][C@:2]([C:14]([F:17])([F:16])[F:15])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3](O)=[O:4].P(Cl)(Cl)(Cl)(Cl)[Cl:19]>>[F:1][C@:2]([C:14]([F:17])([F:16])[F:15])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([Cl:19])=[O:4]

Participants

3

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 54195819HCID 54195819, compound

Product 1

HCID 53966123HCID 53966123, compoundYield 66%

Procedure

2.0 g (7.7 mmol) of (R)-(+)-2-fluoro-2-(trifluoromethyl)-decanoic acid was cooled with ice, and 1.8 g (8.5 mmol) of phosphorus pentachloride was added to the acid. The resulting mixture was stirred for 30 minutes while being cooled with ice, and then stirred at room temperature for 8 hours. Subsequently, the resulting reaction mixture was distilled under reduced pressure, thereby obtaining 1.4 g of (S)-(+)-2-fluoro-2-(trifluoromethyl)decanoyl chloride having the physical properties as mentioned hereinbefore, in a yield of 66%.

Workup

  1. additionwas added to the acid
  2. temperaturewhile being cooled with ice
  3. stirringstirred at room temperature for 8 hours
  4. customSubsequently, the resulting reaction mixture
  5. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-1b04befbb3684a6fbf913856c81ece40
Source dataset
uspto-grants-1992_06
Patent number
US05126482

Reaction notes

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