Water → HCID 20093207, compound

HRID 274358Notes

Reaction equation

HRID 274358 reaction equation
[CH:1]([O:4][C:5]1[CH:14]=[CH:13][C:8]([O:9][CH2:10][CH2:11][OH:12])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[S:15](Cl)([CH3:18])(=[O:17])=[O:16].C(N(CC)CC)C.O>C(Cl)Cl>[CH3:18][S:15]([O:12][CH2:11][CH2:10][O:9][C:8]1[CH:13]=[CH:14][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[CH:6][CH:7]=1)(=[O:17])=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 15764662HCID 15764662, compound

Product 1

HCID 20093207HCID 20093207, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-(4-isopropoxyphenoxy)ethanol (3.50 g), mesyl chloride (2.20 g) and triethylamine (2.0 g) in 20 ml of methylene chloride is stirred at RT for 3 hours. It is then poured into water and extracted with methylene chloride. The solvent is removed from the combined organic layers by rotoevaporation, and the residue is purified by column chromatography to give 2-(4-isopropoxyphenoxy)ethyl methanesulfonate.

Workup

  1. extractionextracted with methylene chloride
  2. customThe solvent is removed from the combined organic layers by rotoevaporation
  3. customthe residue is purified by column chromatography

Sources & evidence

ORD record
ord-e31084d6e3eb4654aa53ae108c255c01
Source dataset
uspto-grants-1995_02
Patent number
US05389651

Reaction notes

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