Pyridine → HCID 21704993, compound

HRID 1595518Notes

Reaction equation

HRID 1595518 reaction equation
[CH3:1][O:2][C:3](Cl)=[O:4].[NH2:6][C:7]1[CH:15]=[CH:14][C:10]([CH2:11][CH2:12][OH:13])=[CH:9][CH:8]=1.N1C=CC=CC=1>ClCCl>[OH:13][CH2:12][CH2:11][C:10]1[CH:14]=[CH:15][C:7]([NH:6][C:3](=[O:4])[O:2][CH3:1])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 669044-Aminophenethyl alcohol

Product 1

HCID 21704993HCID 21704993, compoundYield 34.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.45 g (0.1 mole) methylchloroformate was added to a solution of 13.72 g (0.1 mole) p-aminophenethyl alcohol and 8.4 g (0.1 mole) pyridine in dichloromethane at 0° C. The reaction was stirred between 0° C. and room temperature, and when completed, poured onto ice water and the product was extracted with ethyl acetate, dried and the solvent was evaporated in vacuo to give 6.7 g (yield 34.7%) of methyl N-[4-(2-hydroxyethyl)phenyl]carbamate.

Workup

  1. additionpoured onto ice water
  2. extractionthe product was extracted with ethyl acetate
  3. customdried
  4. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-d4a23c22568c40fababe296dfbd270c5
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

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