Hydrochloric Acid → HCID 58534266, compound

HRID 2174258Notes

Reaction equation

HRID 2174258 reaction equation
Cl[C:2]([O:4][CH:5]1[CH:10]([CH:11]([CH3:13])[CH3:12])[CH2:9][CH2:8][CH:7]([CH3:14])[CH2:6]1)=[O:3].[N:15]1C=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N)CCC.Cl>C1(C)C=CC=CC=1.O>[CH:11]([C@@H:10]1[CH2:9][CH2:8][C@@H:7]([CH3:14])[CH2:6][C@H:5]1[O:4][C:2](=[O:3])[NH:15][CH2:16][CH2:17][CH2:18][CH3:19])([CH3:13])[CH3:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 8007ButylamineHCID 151928Menthyl chloroformate

Product 1

HCID 58534266HCID 58534266, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

66.6 g of menthyl chloroformate (70% in toluene) were added to a mixture of 16.6 g of pyridine and 21.9 g n-butylamine in 100 mL toluene at 0° C. over a period of 50 minutes. After stirring for 12 hours at room temperature, 100 mL of 2M HCl and subsequently 50 mL water were added, the phases separated and the water phase discarded. After washing with saturated NaHCO3-solution and water the organic phase was dried and evaporated to yield 55.1 g of crude product which was recrystallized from 30 g n-heptane to give 34.5 g of the analytically pure product as white crystals.

Workup

  1. customthe phases separated
  2. washAfter washing with saturated NaHCO3-solution and water the organic phase
  3. customwas dried
  4. customevaporated
  5. customto yield 55.1 g of crude product which
  6. customwas recrystallized from 30 g n-heptane
  7. customto give 34.5 g of the analytically pure product as white crystals

Sources & evidence

ORD record
ord-f328256e8a0f483197c5b38361470bbc
Source dataset
uspto-grants-2015_06
Patent number
US09060949B2

Reaction notes

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