Benzyl chloroformate → HCID 18174849, compound

HRID 395570Notes

Reaction equation

HRID 395570 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].C(=O)([O-])O.[Na+].Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>CC(C)=O.O>[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH:5][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]

Participants

6

Reactant 3

HCID 10387Benzyl chloroformateHCID 965953,5-DifluoroanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 18174849HCID 18174849, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

3,5-Difluoroaniline (4.89 g, 37 91 mM) in acetone (130 ml) and water (70 ml) at 0° C. was treated with sodium hydrogen carbonate (6.55 g, 78.0 mM) and then benzyl chloroformate (6.67 g, 5.6 ml, 39.23 mM) over 10 min. The mixture was stirred for 16 h and then poured into ice. The resultant precipitate was collected and washed with water to give the title carbamate (9.35 g, 94%);

Workup

  1. additionpoured into ice
  2. customThe resultant precipitate was collected
  3. washwashed with water

Sources & evidence

ORD record
ord-da5c07b26e8b4cf8a7512f571cd50af4
Source dataset
uspto-grants-2003_08
Patent number
US06605630B1

Reaction notes

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