tert-Butanol → Carbamic acid, (3,4-difluorophenyl)-, 1,1-dimethylethyl ester

HRID 2180180Notes

Reaction equation

HRID 2180180 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[O:11])[CH:5]=[CH:6][C:7]=1[F:8].[CH3:12][C:13]([OH:16])([CH3:15])[CH3:14]>>[C:13]([O:16][C:10](=[O:11])[NH:9][C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=1)([CH3:15])([CH3:14])[CH3:12]

Participants

3

Reactant 2

HCID 6386tert-ButanolHCID 27347083,4-Difluorophenyl isocyanate

Product 1

HCID 2783369Carbamic acid, (3,4-difluorophenyl)-, 1,1-dimethylethyl esterYield 100%

Procedure

A solution of 3,4-difluorophenyl isocyanate (2 g, 10.55 mmol) in t-BuOH (50 mL) was heated at 80° C. for 16 h. The mixture was concentrated by rotary evaporation to give a white solid which was triturated with toluene and evaporated to dryness. Addition of toluene (20 mL) and concentration under vacuum gave (3,4-difluorophenyl)-carbamic acid-tert-butyl ester as a white solid (2.43 g, 100%).

Workup

  1. concentrationThe mixture was concentrated by rotary evaporation
  2. customto give a white solid which
  3. customwas triturated with toluene
  4. customevaporated to dryness
  5. additionAddition of toluene (20 mL) and concentration under vacuum

Sources & evidence

ORD record
ord-e5a45bb6adf04a0d9eae3ecb35a4e65c
Source dataset
uspto-grants-2005_05
Patent number
US06887889B2

Reaction notes

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