Triethylamine → HCID 21704971, compound

HRID 1595519Notes

Reaction equation

HRID 1595519 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:14])[O:12][CH3:13])=[CH:6][CH:5]=1.C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(#N)C>[CH3:22][S:23]([O:1][CH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]([O:12][CH3:13])=[O:14])=[CH:8][CH:9]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21704993HCID 21704993, compound

Product 1

HCID 21704971HCID 21704971, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6.0 g (30.7 mmole) methyl N-[4-(2-hydroxyethyl)phenyl]carbamate was dissolved in acetonitrile. 6.17 g (61 mmole) triethylamine and 7.0 g (61 mmole) methanesulfonyl chloride were added. The mixture was stirred until completion, then the solvent was evaporated in vacuo, water was added to the residue and the product was extracted with dichloromethane to give 7.5 g (yield 89.4%) of 4-[(methoxycarbonyl)amino]phenethyl methanesulfonate.

Workup

  1. customthe solvent was evaporated in vacuo, water
  2. additionwas added to the residue
  3. extractionthe product was extracted with dichloromethane

Sources & evidence

ORD record
ord-3135b7debcf145cb81d65f281121d9f7
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

Loading…