Benzyl chloroformate → HCID 86592554, compound

HRID 1433056Notes

Reaction equation

HRID 1433056 reaction equation
[NH:1]1[C@@H:10]2[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[NH:4][CH2:3][C:2]1=[O:11].C([O-])(O)=O.[Na+].[CH2:17]([O:24][C:25](Cl)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O>[CH2:17]([O:24][C:25]([N:4]1[C@H:5]2[C@H:10]([CH2:9][CH2:8][CH2:7][CH2:6]2)[NH:1][C:2](=[O:11])[CH2:3]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 86592553HCID 86592553, compound

Product 1

HCID 86592554HCID 86592554, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

(+/−)-cis-Decahydroquinoxalin-2-one (0.8 g, 5.19 mmol) is suspended in 25 ml of H2O. NaHCO3 (0.87 g, 10.35 mmol) is added and the reaction mixture is cooled to 10° C. Benzylchloroformate (1 ml, 6.68 mmol) is added dropwise to the vigorously stirred mixture. After 20 hours at room temperature the solid is filtered, washed thoroughly with H2O, air-dried. The title compound (1.46 g, 98% yield) is obtained as a white solid.

Workup

  1. filtrationAfter 20 hours at room temperature the solid is filtered
  2. washwashed thoroughly with H2O
  3. customair-dried

Sources & evidence

ORD record
ord-1dfc210e29bc43c39af46a525456f05b
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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