4-Nitrophenyl chloroformate → 4-Nitrophenyl 2-trifluoroacetylaminoethyl carbonate

HRID 1156564Notes

Reaction equation

HRID 1156564 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]([NH:5][CH2:6][CH2:7][OH:8])=[O:4].[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21](Cl)=[O:22])=[CH:16][CH:15]=1)([O-:13])=[O:12]>N1C=CC=CC=1>[C:21](=[O:22])([O:8][CH2:7][CH2:6][NH:5][C:3](=[O:4])[C:2]([F:10])([F:9])[F:1])[O:20][C:17]1[CH:16]=[CH:15][C:14]([N+:11]([O-:13])=[O:12])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 95211N-Trifluoroacetyl-2-aminoethanol

Product 1

HCID 205350574-Nitrophenyl 2-trifluoroacetylaminoethyl carbonate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

17 g (0.108 mol) of 2-(trifluoroacetylamino)ethanol are dissolved in 210 ml of pyridine, 21 g of chloroformic acid 4-nitrophenyl ester are added and the mixture is left to stand overnight at room temperature. It is then concentrated, the residue is taken up in methylene chloride and the methylene chloride mixture is washed with ice-water and dried with Na2SO4. After evaporating off the solvent, 33 g of a light-colored oil are obtained.

Workup

  1. waitthe mixture is left
  2. concentrationIt is then concentrated
  3. washthe methylene chloride mixture is washed with ice-water
  4. dry with materialdried with Na2SO4
  5. customAfter evaporating off the solvent, 33 g of a light-colored oil
  6. customare obtained

Sources & evidence

ORD record
ord-b11a788d0843406298d9b765a692d534
Source dataset
uspto-grants-1982_06
Patent number
US04336369

Reaction notes

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