Benzyl chloroformate → HCID 14371874, compound

HRID 1381955Notes

Reaction equation

HRID 1381955 reaction equation
Cl.[OH:2][N:3]1[C:7](=[O:8])[CH2:6][C:5]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[C:4]1=[O:14].[C:15](=[O:18])([O-:17])O.[Na+].[CH2:20]([O:27][C:28](Cl)=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:17][C:15]([N:11]1[CH2:10][CH2:9][C:5]2([C:4](=[O:14])[N:3]([O:2][C:28]([O:27][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:29])[C:7](=[O:8])[CH2:6]2)[CH2:13][CH2:12]1)=[O:18])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 21275442HCID 21275442, compound

Product 1

HCID 14371874HCID 14371874, compound

Procedure

To a solution of 2-hydroxy-2,8-diazaspiro-[4,5]decane-1,3-dione.hydrochloride (3.3 g) were added sodium hydrogencarbonate (2.43 g) and benzyloxycarbonyl chloride (3.2 ml). The mixture was stirred for 3 hours at room temperature, which was extracted with ethyl acetate (100 ml). The organic layer was dried over anydrous magnesium sulfate, then the solvent was evaporated off. The residual solid was recrystallized from diethyl ether-n-hexane to obtain 6.0 g of a colorless solid, m.p. 114° C.

Workup

  1. extractionwhich was extracted with ethyl acetate (100 ml)
  2. dry with materialThe organic layer was dried over anydrous magnesium sulfate
  3. customthe solvent was evaporated off
  4. customThe residual solid was recrystallized from diethyl ether-n-hexane

Sources & evidence

ORD record
ord-8bfd6352321347f88706df16093cf825
Source dataset
uspto-grants-1989_02
Patent number
US04804665

Reaction notes

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