Hydrochloric Acid → 1-Fluoro-3-isocyanato-5-(trifluoromethyl)benzene
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1)[NH2:5].Cl.[CH2:14]([O:16]CC)C>>[F:1][C:2]1[CH:3]=[C:4]([N:5]=[C:14]=[O:16])[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1Participants
4
Conditions
- Temperature
- 25 °C
Procedure
3-Fluoro-5-trifluoromethylaniline (2 g, 11.2 mmol) was dissolved in 20 mL diethylether and added concentrated hydrochloric acid (37%, 1.5 mL, 18 mmol). Upon stirring for 1 hour at 25° C. the solvent was removed in vacuo and the white solid was stripped with toluene (3×20 mL). Diphosgene (20 mL) was added to the hydrochloride salt and the mixture was refluxed over night. Excess diphosgene was removed in vacuo and the clear oil was stripped with toluene (3×20 mL). The obtained isocyanate was used without further purification.
Workup
- customwas removed in vacuo
- additionDiphosgene (20 mL) was added to the hydrochloride salt
- temperaturethe mixture was refluxed over night
- customExcess diphosgene was removed in vacuo
- customThe obtained isocyanate was used without further purification
Sources & evidence
- ORD record
- ord-d01ef67c9d424cb7bcb1e45c71de8ed8
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06503949B1
Reaction notes
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