Tetrahydrofurfuryl alcohol → (Tetrahydrofuran-2-yl)methyl methanesulfonate

HRID 977118Notes

Reaction equation

HRID 977118 reaction equation
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[O:6]1[CH2:10][CH2:9][CH2:8][CH:7]1[CH2:11][OH:12].C(N(CC)CC)C>O1CCCC1>[CH3:4][S:1]([O:12][CH2:11][CH:7]1[CH2:8][CH2:9][CH2:10][O:6]1)(=[O:3])=[O:2]

Participants

5

Reactant 3

HCID 7360Tetrahydrofurfuryl alcoholHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 266119(Tetrahydrofuran-2-yl)methyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Mesyl chloride (6.17 g) was dropwise added to a solution of 5.0 g of (tetrahydro-2furanyl)methanol, 2.18 g of triethylamine and 30 ml of tetrahydrofuran under ice-cooling over 30 minutes, followed by stirring at the same temperature for 2 hours. After the completion of reaction, the insolubles were filtered, and the filtrate was then concentrated under a reduced pressure to obtain (tetrahydro-2-furanyl)methyl methanesulfonate as an oil.

Workup

  1. temperaturecooling over 30 minutes
  2. customAfter the completion of reaction
  3. filtrationthe insolubles were filtered
  4. concentrationthe filtrate was then concentrated under a reduced pressure

Sources & evidence

ORD record
ord-5f6eac22b9d6498cac3b4a676ec81786
Source dataset
uspto-grants-1997_03
Patent number
US05614527

Reaction notes

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