Benzyl Alcohol → Benzyloxycarbonylpropyleneurea

HRID 1770294Notes

Reaction equation

HRID 1770294 reaction equation
[O:1]([C:8]([CH2:10][CH:11]([NH:13][C:14]([NH2:16])=[O:15])[CH3:12])=O)C1C=CC=CC=1.[CH2:17]([OH:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.CN(C1C=CC=CN=1)C>>[CH2:17]([O:24][C:8]([CH2:10][CH:11]([NH:13][C:14]([NH2:16])=[O:15])[CH3:12])=[O:1])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 4

HCID 244Benzyl AlcoholHCID 218852-DimethylaminopyridineHCID 9809426Di-n-butyldilauryltinHCID 67742160Phenoxycarbonylpropyleneurea

Product 1

HCID 67742170Benzyloxycarbonylpropyleneurea

Conditions

Temperature
100 °C

Procedure

A mixture of phenoxycarbonylpropyleneurea of 1.0 g (4.5 mmol), benzyl alcohol of 2.4 g (22.2 mmol), dibutyltin dilaurate of 20 mg (0.6 wt %) and dimethylaminopyridine of 20 mg (0.6 wt %) was heated for 3 hours at 100° C. with stirring. After confirming the completion of the reaction by the thin layer chromatograpy, the reaction product was concentrated and the resulting crude substance was separated by the chromatography to obtain the aimed substance of 600 mg (56.4%).

Workup

  1. customthe completion of the reaction by the thin layer chromatograpy
  2. concentrationthe reaction product was concentrated
  3. customthe resulting crude substance was separated by the chromatography
  4. customto obtain the aimed substance of 600 mg (56.4%)

Sources & evidence

ORD record
ord-dbe2f18b82cb4745b4af466974ade409
Source dataset
uspto-grants-1995_01
Patent number
US05385985

Reaction notes

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