Water → 99335-60-1

HRID 1357012Notes

Reaction equation

HRID 1357012 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][OH:8].C(N(CC)CC)C.[S:16](Cl)([CH3:19])(=[O:18])=[O:17].O>C(Cl)Cl>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][O:8][S:16]([CH3:19])(=[O:18])=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 7524Tetrahydropyran-2-methanolHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 28811599335-60-1Yield 0.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of (tetrahydropyran-2-yl)methanol (6 g, 51.65 moles) in methylene chloride (80 ml) at 0° C. was added with triethylamine (8.27 ml, 59.4 moles) then with mesyl chloride (4.4 ml, 56.8 moles) in methylene chloride (5 ml). The temperature was left to rise to room value and after 30 minutes the mixture was poured into water and extracted in methylene chloride. The organic phases were anhydrified and dried to give 10 g of the title product (quantitative yield).

Workup

  1. waitThe temperature was left
  2. extractionextracted in methylene chloride
  3. customdried

Sources & evidence

ORD record
ord-96e828b076bc4f04b22052b3505758d5
Source dataset
uspto-grants-2003_07
Patent number
US06589951B1

Reaction notes

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