2-Amino-2-methyl-1-propanol → HCID 22336254, compound

HRID 377973Notes

Reaction equation

HRID 377973 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](Cl)=[O:5].[NH2:12][C:13]([CH3:17])([CH3:16])[CH2:14][OH:15]>C(Cl)Cl>[CH3:16][C:13]([NH:12][C:4](=[O:5])[C:3]1[C:2]([F:1])=[CH:10][CH:9]=[CH:8][C:7]=1[F:11])([CH3:17])[CH2:14][OH:15]

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 874382,6-Difluorobenzoyl chloride

Product 1

HCID 22336254HCID 22336254, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2,6-difluorobenzoyl chloride (50 g, 283 mmol) in CH2Cl2 (200 mL) was added rapidly dropwise to an ice water-cooled solution of 2-amino-2-methyl-1-propanol (63.1 g, 708 mmol) in CH2Cl2 (400 mL). The resulting mixture was stirred at RT and monitored to completion by GLC, then was extracted twice with 10% HCl and once with sat aq NaHCO3. The organic phase was dried (MgSO4), and concentrated to afford 61.9 g N-(1,1-dimethyl-2-hydroxyethyl)-2,6-difluorobenzamide as a white solid.

Workup

  1. extractionwas extracted twice with 10% HCl
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c9a69c684f924910adb31e310b44abae
Source dataset
uspto-grants-2000_02
Patent number
US06028101

Reaction notes

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