Hydrochloric Acid → HCID 66648513, compound

HRID 2246151Notes

Reaction equation

HRID 2246151 reaction equation
C([N:3]([CH2:6][CH3:7])[CH2:4]C)C.Cl[C:9]([O:11][CH2:12][Cl:13])=[O:10].Cl.[C:15]1(C)[CH:20]=CC=[CH:17][CH:16]=1>>[CH:6]1([N:3]([CH3:4])[C:9](=[O:10])[O:11][CH2:12][Cl:13])[CH2:7][CH2:17][CH2:16][CH2:15][CH2:20]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 1140Toluene2×HCID 8471TriethylamineHCID 62754Chloromethyl chloroformate

Product 1

HCID 66648513HCID 66648513, compound

Procedure

A solution (44 ml) of 4.39 ml of N-methylcyclo-N-hexylamine and 5.44 ml of triethylamine in toluene was added dropwise to 27 ml of a solution of 2.67 ml of chloromethyl chloroformate in toluene over a period of 5 min while cooling in an ice bath, and the mixture was stirred at room temperature for 17 hr. 1 N hydrochloric acid (60 ml) was added thereto, followed by separation. The organic layer was then washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine, was dried over anhydrous magnesium sulfate, and was filtered, and the solvent was removed by distillation under the reduced pressure to give 5.76 g of chloromethyl N-cyclohexyl-N-methylcarbamate.

Workup

  1. temperaturewhile cooling in an ice bath
  2. customfollowed by separation
  3. washThe organic layer was then washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. filtrationwas filtered
  6. customthe solvent was removed by distillation under the reduced pressure

Sources & evidence

ORD record
ord-fb02ed5bdd1c4330a257e5487faad11d
Source dataset
uspto-grants-2010_03
Patent number
US07687490B2

Reaction notes

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