Phosgene → 36919-02-5

HRID 413461Notes

Reaction equation

HRID 413461 reaction equation
[F:1][C:2]1[C:7]([OH:8])=[C:6]([F:9])[C:5]([F:10])=[C:4]([F:11])[C:3]=1[F:12].C(N(CC)CC)C.[C:20](Cl)([Cl:22])=[O:21]>C1COCC1.C1(C)C=CC=CC=1>[Cl:22][C:20]([O:8][C:7]1[C:2]([F:1])=[C:3]([F:12])[C:4]([F:11])=[C:5]([F:10])[C:6]=1[F:9])=[O:21]

Participants

6

Reactant 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 13041Pentafluorophenol

Product 1

HCID 1409056836919-02-5Yield 75%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Pentafluorophenol (30 g; 163 mmol) and triethylamine (20 g, 200 mmol) were combined in 200 ml dry THF, and then added dropwise to a stirring solution of phosgene (20 g; 200 mmol) in 100 ml of toluene at 0° C. After 2 hours, the solution was filtered and evaporated to give the crude product as an oil, which was recrystallized from hexane to obtain 30 g (75%) pure pentafluorophenyl chloroformate.

Workup

  1. filtrationthe solution was filtered
  2. customevaporated
  3. customto give the crude product as an oil, which
  4. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-d7006cf4ab344cfa9d17a079efecec9a
Source dataset
uspto-grants-2003_05
Patent number
US06566515B1

Reaction notes

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