Phenyl chloroformate → HCID 44185157, compound

HRID 655118Notes

Reaction equation

HRID 655118 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH2:6].C(=O)([O-])O.[Na+].Cl[C:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17]>O.C(Cl)Cl>[C:19]1([O:18][C:16](=[O:17])[NH:6][CH2:5][C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([OH:1])[CH:3]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 7358943-(Aminomethyl)phenol

Product 1

HCID 44185157HCID 44185157, compound

Reagents, catalysts & solvents 1

HCID 21908982Water methylene chlorideSolvent2×

Procedure

3-Hydroxybenzylamine (200 mg, 1.62 mmol) and sodium hydrogen carbonate (273 mg, 3.25 mmol) suspended in water/DCM (4 mL, 1:1) is treated with phenyl chloroformate (0.204 mL, 1.62 mmol). After stirring at RT overnight, the reaction mixture is diluted with more DCM/water and the organic phase is separated. The organic portion is concentrated in vacuo to afford the titled compound. (MH+244)

Workup

  1. customthe organic phase is separated
  2. concentrationThe organic portion is concentrated in vacuo

Sources & evidence

ORD record
ord-a1067d9d1fc74b8888a0fd2bd2dc376a
Source dataset
uspto-grants-2011_12
Patent number
US08071565B2

Reaction notes

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