Triethylamine → 2-Nonyn-1-ol methanesulfonate

HRID 652112Notes

Reaction equation

HRID 652112 reaction equation
[CH2:1]([OH:10])[C:2]#[C:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C(N(CC)CC)C.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl>[CH3:18][S:19]([O:10][CH2:1][C:2]#[C:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 80017Non-2-yn-1-ol

Product 1

HCID 138851622-Nonyn-1-ol methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a cooled (0° C.) solution of 14.6 g (0.104 mole) of 2-nonyn-1-ol in 150 ml of dry methylene chloride and 23.14 ml (0.166 mole) of triethylamine there were added dropwise 10.7 ml (0.156 mole) of methanesulfonyl chloride. The reaction mixture was stirred for 30 minutes at the same temperature, diluted with methylene chloride (150 ml), washed with brine (100 ml), dried and evaporated under vacuum to provide 2-nonyn-1-ol methanesulfonate.

Workup

  1. washwashed with brine (100 ml)
  2. customdried
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-ceb16bc8b5cf4dbc9a8210c6f52a4bcd
Source dataset
uspto-grants-1987_06
Patent number
US04670465

Reaction notes

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