Triethylamine → HCID 19389481, compound

HRID 1757049Notes

Reaction equation

HRID 1757049 reaction equation
[Si:1]([O:8][CH2:9][CH:10]1[O:15][C:14](=[O:16])[CH2:13][CH:12](O)[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.CS(Cl)(=O)=O>ClCCl>[Si:1]([O:8][CH2:9][CH:10]1[O:15][C:14](=[O:16])[CH:13]=[CH:12][CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19389468HCID 19389468, compound

Product 1

HCID 19389481HCID 19389481, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-50 °C

Procedure

To 6-t-butyldimethylsilyloxymethyl-4-hydroxytetrahydropyran-2-one (0.52 parts) in dichloromethane (40 parts) was added triethylamine (0.8 parts) and the solution was cooled to -50° C. To this solution was then added a solution of methanesulphonyl chloride (0.48 parts) in dichloromethane (8 parts) during a period of one minute. The reaction mixture was then stirred for 30 minutes at -50° C. before warming to ambient temperature. After a further 3 hours the solution was washed with water, dried over magnesium sulphate and evaporated to obtain 6-t-butyldimethylsilyloxymethyl-5,6-dihydropyran-2-one (0.4 parts).

Workup

  1. temperaturebefore warming to ambient temperature
  2. washAfter a further 3 hours the solution was washed with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-dd11cc5f47cc41ea99a0b7448f66275f
Source dataset
uspto-grants-1995_08
Patent number
US05443970

Reaction notes

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