Hydrochloric Acid → HCID 22826068, compound
Reaction equation
[F:1][CH:2]([F:12])[C@@:3]([C:9]([OH:11])=[O:10])([CH2:5][CH2:6][S:7][CH3:8])[NH2:4].Cl.C(Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[F:12][CH:2]([F:1])[C@@:3]([C:9]([OH:11])=[O:10])([CH2:5][CH2:6][S:7][CH2:8][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:4]Participants
4
Procedure
A mixture of α-difluoromethylmethionine (0.2 mole), concentrated hydrochloric acid (0.2 l) and benzylchloride (23 ml) is heated to reflux temperature for 24 hours. The reaction mixture is then concentrated under reduced pressure to a syrup which is dissolved in water. The aqueous solution is extracted with ether, and the aqueous phase is heated with charcoal and filtered. The precipitate is diluted with hot water to a volume of 100 ml and brought to a pH of about 4-5 by addition of aqueous ammonia. On cooling, α-difluoromethyl-S-benzylhomocysteine precipitates and is collected.
Workup
- temperatureis heated
- temperatureto reflux temperature for 24 hours
- concentrationThe reaction mixture is then concentrated under reduced pressure to a syrup which
- dissolutionis dissolved in water
- extractionThe aqueous solution is extracted with ether
- temperaturethe aqueous phase is heated with charcoal
- filtrationfiltered
- additionThe precipitate is diluted with hot water to a volume of 100 ml
- additionbrought to a pH of about 4-5 by addition of aqueous ammonia
- temperatureOn cooling
- customα-difluoromethyl-S-benzylhomocysteine precipitates
- customis collected
Sources & evidence
- ORD record
- ord-540e1f8bf1bf4df096f5ae0c780bbf34
- Source dataset
- uspto-grants-1984_03
- Patent number
- US04438270
Reaction notes
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