Sodium Hydroxide → HCID 86752956, compound

HRID 481283Notes

Reaction equation

C[O:2][C:3](=[O:35])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH:16]1[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33].[OH-].[Na+]>C(O)(C)C>[N:15]1([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:35])=[O:2])[CH2:20][CH2:19][NH:18][CH2:17][CH:16]1[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33]

Participants

Conditions

Temperature: 55 °C

Procedure

Piperazine bislauric acid methyl ester was then dissolved in isopropanol at room temperature. A small amount of 50% NaOH solution was added to the reaction mixture. The reaction was stirred overnight at 55° C. The reaction was then stopped by cooling down to room temperature and the pH of the solution was adjusted to 10. The crude product was extracted with n-butanol twice and the organic layer was then collected and the solvent was evaporated under reduced pressure. The remaining solid material was washed with ethanol again and dried under vacuum. Both 1H-NMR and 13C-NMR spectral analysis agreed with the expected structure of the final product. The yield of the reaction was about 95%.

Workup

temperatureby cooling down to room temperature
extractionThe crude product was extracted with n-butanol twice
customthe organic layer was then collected
customthe solvent was evaporated under reduced pressure
washThe remaining solid material was washed with ethanol again
customdried under vacuum

Sources & evidence

ORD record: ord-94c07e8cb2eb4690819b435d527ab673
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05789371

Reaction notes

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