Methanesulfonyl chloride → HCID 13559066, compound

HRID 1381829Notes

Reaction equation

HRID 1381829 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-naphthylpropanol (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: η=1345 and 1180 cm-1). ##STR48##

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-920d5a791a9b4372aa3bc93dd6a1406c
Source dataset
uspto-grants-1989_02
Patent number
US04804406

Reaction notes

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