Methanesulfonyl chloride → HCID 13559066, compound

HRID 2414125Notes

Reaction equation

HRID 2414125 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 mole) of methanesulphonyl chloride are added dropwise to 14 g (0.074 mole) of 2-methyl-3-β-naphthyl-propanol (crude) in 80 ml of absolute pyridine at 0° C., with stirring, the mixture is stirred for a further 16 hours at room temperature 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. (IR: γ=1345 and 1180 cm-1). ##STR49##

Workup

  1. stirringthe mixture is stirred for a further 16 hours at room temperature when
  2. additionthe 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-e9b5cb5e861540649a08bdaf9a3b8e99
Source dataset
uspto-grants-1988_01
Patent number
US04721786

Reaction notes

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