Reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].CN1CCCC1=O.[NH2:19][CH2:20][CH2:21][CH:22]([OH:24])[CH3:23].C(N(CC)CC)C>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:19][CH2:20][CH2:21][CH:22]([OH:24])[CH3:23])=[C:3]([CH3:11])[CH:4]=1)([O-:10])=[O:9]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
2 g of 2-fluoro-5-nitrotoluene were added to a solution of 20 ml of N-methylpyrrolidinone, 1.38 g of 4-amino-2-butanol and 1.57 g of triethylamine. The reaction medium was heated at 60° C. for 12 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 2.38 g of 4-(4-nitro-2-methylphenylamino)butan-2-ol (27) were obtained.
Workup
- temperatureafter cooling to room temperature
- customThe yellow precipitate formed
- filtrationwas filtered off
- dry with materialdried over P2O5
Sources & evidence
- ORD record
- ord-4da51da5a808409a865b320d3e83debe
- Source dataset
- uspto-grants-2008_11
- Patent number
- US07445645B2
Linked notes
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