Hydrochloric Acid → HCID 14371875, compound

HRID 1381956Notes

Reaction equation

HRID 1381956 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:33][CH2:32][C:14]2([C:18](=[O:19])[N:17]([O:20]C(OCC3C=CC=CC=3)=O)[C:16](=[O:31])[CH2:15]2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)CCCN.Cl>ClCCl>[CH2:1]([O:8][C:9]([N:11]1[CH2:33][CH2:32][C:14]2([C:18](=[O:19])[N:17]([OH:20])[C:16](=[O:31])[CH2:15]2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 14371874HCID 14371874, compound

Product 1

HCID 14371875HCID 14371875, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 8-benzyloxycarbonyl-2-benzyloxycarbonyloxy-2,8-diazaspiro[4,5]decane-1,3-dione (5.6 g) in dichloromethane (50 ml) was added N,N-dimethyl-1,3-propanediamine (1.9 ml), and the mixture was stirred overnight at room temperature, to which was then added 1N hydrochloric acid (50 ml). The organic layer was washed with water, dried over anhydrous magnesium sulfate. The solvent was then evaporated off. The residual solid was recrystallized from ethyl ether-n-hexane to obtain 3.8 g of a colorless solid, m.p. 131° to 132° C.

Workup

  1. washThe organic layer was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was then evaporated off
  4. customThe residual solid was recrystallized from ethyl ether-n-hexane

Sources & evidence

ORD record
ord-8070dd4944524d7187c25a5c8bdc2786
Source dataset
uspto-grants-1989_02
Patent number
US04804665

Reaction notes

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