Triethylamine → HCID 15097264, compound

HRID 1735167Notes

Reaction equation

HRID 1735167 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][C:8]1[O:13][CH2:12][CH2:11][CH2:10][CH:9]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:6][CH2:7][C:8]1[O:13][CH2:12][CH2:11][CH2:10][CH:9]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 12511647(3,4-Dihydro-2H-pyran-6-yl)methanol

Product 1

HCID 15097264HCID 15097264, compoundYield 112,043.602%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

51.5 g (0.45 mol) of methanesulfonyl chloride are added dropwise to 45 g (0.39 mmol) of 6-hydroxymethyl-2,3-dihydropyran (Example 7a) and 50 g (0.5 mol) of triethylamine in 400 ml of methylene chloride at 0°-5° C. Stirring is carried out for 1 hour at 0° C. and the reaction mixture is poured onto water. The aqueous phase is separated off and the organic phase is extracted once again with water and is then dried over MgSO4 and evaporated down. 84 g of title compound are obtained as a red oil, which is used directly in the next reaction.

Workup

  1. additionthe reaction mixture is poured onto water
  2. customThe aqueous phase is separated off
  3. extractionthe organic phase is extracted once again with water
  4. dry with materialis then dried over MgSO4
  5. customevaporated down

Sources & evidence

ORD record
ord-08fa25b7548a4995a978190d9a944685
Source dataset
uspto-grants-1996_07
Patent number
US05536734

Reaction notes

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