Ethyl Acetate → HCID 66592790, compound

HRID 548980Notes

Reaction equation

HRID 548980 reaction equation
ClN[NH:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:7]([O:9][CH3:10])=[O:8].[C:16]([N:23]1[CH2:28][CH2:27][C:26](=O)[CH2:25][CH2:24]1)([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17].C(OCC)(=O)C>C(O)C>[CH3:15][O:14][C:13]1[C:4]2[NH:3][C:26]3[CH2:27][CH2:28][N:23]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:24][C:25]=3[C:5]=2[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 86636832HCID 86636832, compound

Product 1

HCID 66592790HCID 66592790, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of Methyl 3-(2-chlorohydrazino)-4-methoxybenzoate (from step 1) (0.0042 mol) and N-Boc-4-piperidone (0.0063 mol) in ethanol (20 ml) was stirred for 18 h at room temperature. Reaction was concentrated under vacuum and product was isolated with silica gel column chromatography using 20% ethyl acetate in petroleum ether.

Workup

  1. customReaction
  2. concentrationwas concentrated under vacuum
  3. customproduct was isolated with silica gel column chromatography

Sources & evidence

ORD record
ord-cf9bf667bdc445ea889d8845d79b1c8f
Source dataset
uspto-grants-2011_05
Patent number
US07943634B2

Reaction notes

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