Triethylamine → HCID 15712513, compound

HRID 2090437Notes

Reaction equation

HRID 2090437 reaction equation
[CH:1]1([CH2:6][OH:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:8][S:9](Cl)(=[O:11])=[O:10].C(N(CC)CC)C>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:8][S:9]([O:7][CH2:6][CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:11])=[O:10]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 77195Cyclopentanemethanol

Product 1

HCID 15712513HCID 15712513, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

At room temperature (r.t.) to a solution of cyclopentanemethanol (0.2 g, 2 mmol, Aldrich, Cat. No. 103985) in methylene chloride (5 mL, 80 mmol) was added methanesulfonyl chloride (180 uL, 2.4 mmol), followed by triethylamine (330 uL, 2.4 mmol), and 4-dimethylaminopyridine (24 mg, 0.20 mmol). The mixture was stirred at r.t. overnight. It was diluted with methylene chloride, washed with water, brine; dried over Na2SO4. After filtration the filtrate was concentrated to yield 0.39 g of the product which was directly used in the next step reaction without further purification.

Workup

  1. customAt room temperature
  2. custom(r.t.)
  3. washwashed with water, brine
  4. dry with materialdried over Na2SO4
  5. filtrationAfter filtration the filtrate
  6. concentrationwas concentrated

Sources & evidence

ORD record
ord-5e6605e86cf74094befa87719c9e6dce
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

Loading…