Pyridine → 1,1,1-Trifluoropropan-2-yl carbonochloridate
Reaction equation
[F:1][C:2]([F:7])([F:6])[CH:3]([OH:5])[CH3:4].[Cl:8][C:9](Cl)([O:11]C(=O)OC(Cl)(Cl)Cl)Cl.N1C=CC=CC=1>C(OCC)C>[Cl:8][C:9]([O:5][CH:3]([CH3:4])[C:2]([F:7])([F:6])[F:1])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a mixture of 1,1,1-trifluoro-2-propanol (114.1 mg, 1.0 mmol, Matrix Scientific) and triphosgene (98 mg, 0.33 mmol, Aldrich) in ethyl ether (10 mL) at −40° C. was added pyridine (80 μL, 1.0 mmol, EMD) in ethyl ether (1.0 mL) dropwise. The reaction mixture was warmed to 0° C. and stirred for 6 h. The flask containing the above reaction mixture was put into a refrigerator overnight and then filtered. The filtrate was concentrated in vacuo in ice both to give a colorless oil which was used directly in the next step.
Workup
- additionThe flask containing the above reaction mixture
- customwas put into a refrigerator overnight
- filtrationfiltered
- concentrationThe filtrate was concentrated in vacuo in ice
- customboth to give a colorless oil which
Sources & evidence
- ORD record
- ord-cc7ea98399b04f09919be36c585577e7
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07910583B2
Reaction notes
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