Benzyl chloroformate → HCID 178523817, compound

HRID 1171085Notes

Reaction equation

HRID 1171085 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4][CH2:3]1.[OH-].[Na+].Cl[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]>O1CCOCC1.O>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:12](=[O:13])[O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 178511715HCID 178511715, compound

Product 1

HCID 178523817HCID 178523817, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Trans-4-hydroxycyclohexylamine (23 g) was dissolved in 1,4-dioxane (360 ml) and water (360 ml), and cooled at 0° C. Aqueous 5 N sodium hydroxide solution (160 ml) and benzyl chloroformate (72 ml) were added to the reaction liquid successively, then restored to room temperature and stirred for 64 hours. The white solid formed in the reaction system was collected by filtration, then successively washed with water and ethyl acetate, and dried at 50° C. under reduced pressure to obtain the entitled compound (32.3 g) as a white solid.

Workup

  1. customrestored to room temperature
  2. customThe white solid formed in the reaction system
  3. filtrationwas collected by filtration
  4. washsuccessively washed with water and ethyl acetate
  5. customdried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-2e59ce6821dc44e58377cc33be6ab0b8
Source dataset
uspto-grants-2010_11
Patent number
US07829586B2

Reaction notes

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