Water → HCID 86636043, compound

HRID 2403539Notes

Reaction equation

HRID 2403539 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1.C(N(CC)CC)C.[S:18](Cl)([CH3:21])(=[O:20])=[O:19].[OH2:23]>ClCCl>[S:18]([OH:23])(=[O:20])(=[O:19])[CH3:21].[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 157003924-(2-Hydroxyethyl)cyclohexan-1-one

Product 1

HCID 86636043HCID 86636043, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 15.25 g (107.24 mmol) 4-(2-hydroxyethyl)cyclohexanone in 115 mL of dichloromethane cooled at a temperature close to 0° C., is added 18 mL (129.5 mmol) of triethylamine, then 9.25 mL (119.50 mmol) of mesyl chloride. The mixture is stirred for two hours at room temperature. Water (120 mL) is added. The organic phase is separated by decantation, washed with a saturated aqueous solution of sodium hydrogenocarbonate (100 mL), dried over magnesium sulfate and concentrated under reduced pressure to give 28 g of 4-(2-hydroxyethyl)cyclohexanone mesylate used without further purification in the next step.

Workup

  1. customclose to 0° C.
  2. customThe organic phase is separated by decantation
  3. washwashed with a saturated aqueous solution of sodium hydrogenocarbonate (100 mL)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e5942382c21f4459b51519ff50378848
Source dataset
uspto-grants-2014_08
Patent number
US08802678B2

Reaction notes

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