Methanesulfonyl chloride → HCID 13559066, compound

HRID 1761850Notes

Reaction equation

HRID 1761850 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 to 14 g (0.074 mol) of 2-methyl-3-β-naphthylpropanol (crude) in 80 ml of absolute pyridine at 0° C., with stirring, the mixture is stirred at room temperature for a further 16 hours. When the addition has ended, excess pyridine is removed by distillation in vacuo, the residue is taken up in water, the mixture is extracted several times with methylene chloride, the extract is 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.

Workup

  1. stirringthe mixture is stirred at room temperature for a further 16 hours
  2. additionWhen the addition
  3. customexcess pyridine is removed by distillation in vacuo
  4. extractionthe mixture is extracted several times with methylene chloride
  5. dry with materialthe extract is dried over sodium sulphate
  6. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-57b400d83fa24a00b56d4972a90872f4
Source dataset
uspto-grants-1989_05
Patent number
US04829063

Reaction notes

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