Triethylamine → HCID 23104300, compound

HRID 268568

Reaction equation

HRID 268568 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH3:8])[CH:7]=1.CN1CCCC1=O.[NH2:19][CH2:20][CH2:21][CH:22]([OH:24])[CH3:23].C(N(CC)CC)C>O>[N+:9]([C:5]1[CH:4]=[CH:3][C:2]([NH:19][CH2:20][CH2:21][CH:22]([OH:24])[CH3:23])=[CH:7][C:6]=1[CH3:8])([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 949565-Fluoro-2-nitrotolueneHCID 1702542-Butanol, 4-amino-

Product 1

HCID 23104300HCID 23104300, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

2 g of 5-fluoro-2-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 10 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The resulting medium was extracted with ethyl acetate and the organic phase was then concentrated under vacuum. 2.88 g of 4-(4-nitro-3-methylphenylamino)butan-2-ol (31) were obtained.

Workup

  1. temperatureafter cooling to room temperature
  2. extractionThe resulting medium was extracted with ethyl acetate
  3. concentrationthe organic phase was then concentrated under vacuum

Sources & evidence

ORD record
ord-06ad4cc3d0ec4d17b0de31598f582ee1
Source dataset
uspto-grants-2008_11
Patent number
US07445645B2

Linked notes

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