HCID 22853592, compound → HCID 22853591, compound

HRID 37038Notes

Reaction equation

HRID 37038 reaction equation
[CH2:1]([C@@H:4]([NH:14][C:15]([NH2:17])=[O:16])[C:5]1[CH:10]=[CH:9][C:8]2[O:11][CH2:12][O:13][C:7]=2[CH:6]=1)[CH:2]=[CH2:3]>C(O)C.[Pd]>[CH2:1]([C@@H:4]([NH:14][C:15]([NH2:17])=[O:16])[C:5]1[CH:10]=[CH:9][C:8]2[O:11][CH2:12][O:13][C:7]=2[CH:6]=1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 22853592HCID 22853592, compound

Product 1

HCID 22853591HCID 22853591, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N-[(R)-α-allyl-(3,4-methylenedioxy)benzyl] urea (7) in ethanol (5 mL) was hydrogenated at 40 p.s.i. over 10% Palladium on Carbon (40 mg) for 30 minutes. The reaction was filtered and evaporated to dryness to afford 350 mg (99%) of the title compound as a white solid. NMR (CDCl3): δ 0.91 (t, J=8 Hz, 3 H), 1.1-1.5 (m, 2 H), 1.5-1.9 (m, 2 H), 3.8-5.0 (v b s, 2 H), 4.46 (v br q, J=8 Hz, 1 H), 4.96 (b d, 1 H), 5.95 (s, 2 H), 6.76 (s, 2 H), 6.79 (s, 1 H).

Workup

  1. filtrationThe reaction was filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-7d16ca931fe7427d9458f2547fc41418
Source dataset
uspto-grants-1995_05
Patent number
US05420010

Reaction notes

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