Water → 2-Hydroxy-3,6-di-n-dodecylaminocarbonylnaphthalene

HRID 1266643Notes

Reaction equation

[OH:1][C:2]1[C:11]([C:12](Cl)=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:15](Cl)=[O:16])[CH:8]=2)[CH:3]=1.[CH2:18]([NH2:30])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].O>O1CCCC1>[OH:1][C:2]1[C:11]([C:12]([NH:30][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:15]([NH:30][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:16])[CH:8]=2)[CH:3]=1

Participants

Conditions

Temperature: 30 °C

Procedure

A dispersion of 5.4 g of 2-hydroxy-3,6-dichloro carbonylnaphthalene in 20.0 g of dry tetrahydrofuran was added with 14.8 g of n-dodecylamine solution in 30 g of dry tetrahydrofuran and reacted under reflux for 12 hours. To the reaction mixture, 50 g of water was added and the precipitates were collected by filtration, washed with water and thus obtained crystal was washed with 30 g of methanol under reflux. The obtained mixture was cooled to 30° C. and filtrated, washed with methanol and dried to provide 3.3 g of 2-hydroxy-3,6-di-n-dodecylaminocarbonylnaphthalene (decomposition point: 382.9° C.).

Workup

customreacted
temperatureunder reflux for 12 hours
filtrationthe precipitates were collected by filtration
washwashed with water and thus obtained crystal
washwas washed with 30 g of methanol
temperatureunder reflux
filtrationfiltrated
washwashed with methanol
customdried

Sources & evidence

ORD record: ord-b1d37fe7aefe4fe8be0dc75d99fc9528
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06548703B1

Reaction notes

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