Triethylamine → HCID 89586278, compound

HRID 1747771Notes

Reaction equation

HRID 1747771 reaction equation
[CH2:1]([O:8][CH2:9][C:10](=O)[CH2:11][C:12](=[O:30])[C:13](=[N:17][NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:14](=[O:16])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C>C(#N)C>[C:14]([C:13]1[C:12](=[O:30])[CH:11]=[C:10]([CH2:9][O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[N:17]=1)(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 178468323HCID 178468323, compound

Product 1

HCID 89586278HCID 89586278, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1-(benzyloxy)-5-[(2-tert-butoxyphenyl)hydrazono]heptane-2,4,6-trione (5.58 g) and triethylamine (9.61 g) in acetonitrile (55 mL) was heated under reflux for 1 hr. After cooling, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (3.52 g).

Workup

  1. temperatureunder reflux for 1 hr
  2. temperatureAfter cooling
  3. customthe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-f6625e01e6834ab8a65c956354b61bc3
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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