Methanesulfonyl chloride → HCID 13559066, compound

HRID 1381851Notes

Reaction equation

HRID 1381851 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][CH:7]([CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)[CH2:8][OH:9]>N1C=CC=CC=1>[CH3:1][S:2]([O:9][CH2:8][CH:7]([CH3:6])[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 13559064HCID 13559064, compound

Product 1

HCID 13559066HCID 13559066, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

11 g (0.1 mol) of methanesulphonyl chloride are added dropwise, with stirring at 0° C. to 14 g (0.074 mol) of 2-methyl-3-β-naphthylpropanol (crude) in 80 ml of absolute pyridine, the mixture is stirred for a further 16 hours at room temperature after the addition is complete, excess pyridine is removed by distillation in vacuo, the residue is taken up in water, extracted repeatedly with dichloromethane and dried over sodium sulphate, and the solvent is removed in vacuo. 13.6 g (66% of theory) of 1-methanesulphonyloxy-2-methyl-3-β-naphthyl-propane are obtained as an oil. (IR: ν=1345, 1180 cm-1). ##STR45##

Workup

  1. additionafter the addition
  2. customexcess pyridine is removed by distillation in vacuo
  3. extractionextracted repeatedly with dichloromethane
  4. dry with materialdried over sodium sulphate
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-8406f592d403461eaac7a329a6340d7c
Source dataset
uspto-grants-1989_02
Patent number
US04804659

Reaction notes

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