Triethylamine → HCID 86645891, compound

HRID 1645447Notes

Reaction equation

HRID 1645447 reaction equation
[CH2:1](N(CC)CC)C.[S:8](Cl)([CH3:11])(=[O:10])=[O:9].C[C@:14]1([C:21]([OH:23])=[O:22])[CH2:19][CH2:18][CH2:17][C@@H:16]([OH:20])[CH2:15]1>C(OCC)(=O)C>[CH3:11][S:8]([O:20][C@@H:16]1[CH2:17][CH2:18][CH2:19][C@H:14]([C:21]([O:23][CH3:1])=[O:22])[CH2:15]1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66775493HCID 66775493, compound

Product 1

HCID 86645891HCID 86645891, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

With cooling with ice, triethylamine (1.51 mL, 10.84 mol) and mesyl chloride (0.643 mL, 8.13 mmol) were added in that order to an ethyl acetate (10 mL) solution of a compound, methyl (1S*,3R*)-3-hydroxycyclohexanecarboxylic acid (857 mg, 5.42 mmol) known in a reference (Tetrahedron, 2003, Vol. 59, pp. 7465-7471), and then stirred at room temperature for 1 hour. The reaction solution was kept under cooling with ice for while, and then the reaction liquid was filtered. The resulting filtrate was concentrated under reduced pressure to give the intended product (1.18 g, 92%).

Workup

  1. temperatureunder cooling with ice for while
  2. customthe reaction liquid
  3. filtrationwas filtered
  4. concentrationThe resulting filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-37c968bd5bcf4c6d99c21e2f0635ac23
Source dataset
uspto-grants-2012_02
Patent number
US08124807B2

Reaction notes

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