Pyridine → HCID 86746734, compound

HRID 1590611Notes

Reaction equation

HRID 1590611 reaction equation
[CH:1]1([C:5]([CH2:10][OH:11])([CH2:8][OH:9])[CH2:6][OH:7])[CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)(Cl)Cl>[CH3:18][S:19]([OH:21])(=[O:7])=[O:20].[CH3:18][S:19]([OH:21])(=[O:7])=[O:20].[CH3:18][S:19]([OH:21])(=[O:7])=[O:20].[CH:1]1([C:5]([CH2:6][OH:7])([CH2:8][OH:9])[CH2:10][OH:11])[CH2:2][CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 19767504HCID 19767504, compound

Product 1

HCID 86746734HCID 86746734, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 2-cyclobutyl-2-hydroxymethylpropane-1,3-diol (10 g, 62.5 mmol) and pyridine (21 ml, 0.25 mol) in dry chloroform (200 ml) at 0° C. under nitrogen atmosphere was added methanesulphonyl chloride (25 g, 18 ml, 0.22 mmol). The solution was stirred overnight, poured into ice/water and extracted with chloroform. The extracts were dried over anhydrous magnesium sulphate. Evaporation afforded 2-cyclobutyl-2-hydroxymethyl-propane-1,3-diol trimethanesulphonate which was not purified further. Nmr δ 4.20[6H, s], 3.05[9H,s], 2.60[1H, m], 2.10-1.70 [6H,m].

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe extracts were dried over anhydrous magnesium sulphate
  3. customEvaporation

Sources & evidence

ORD record
ord-c8861f0bd4d548c0902527cb0de0e639
Source dataset
uspto-grants-1993_04
Patent number
US05204333

Reaction notes

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