1-Bromooctadecane → HCID 18520269, compound

HRID 1368373Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[CH3:26][N:27]([CH3:43])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[O:42])[CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[OH:41]>CC(C)=O>[CH3:43][N:27]([CH3:26])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[O:42])[CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[O:41][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

Conditions

Temperature: 60 °C

Procedure

Potassium carbonate (0.55 g) and 1-bromooctadecane (0.67 g) were added to a solution containing N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide (0.50 g) obtained in Example 1(1) in acetone (5 ml). After being stirred for 24 hours at 60° C., the reaction mixture was concentrated. The residue, with ethyl acetate added thereto, was washed with water and brine successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform: methanol=10:1), thereby yielding the entitled compound (0.42 g) as white solid.

Workup

concentrationthe reaction mixture was concentrated
additionThe residue, with ethyl acetate added
washwas washed with water and brine successively
dry with materialdried over sodium sulfate anhydride
concentrationconcentrated
customThe residue was purified by silica gel column chromatography (silica gel 40 g, chloroform: methanol=10:1)

Sources & evidence

ORD record: ord-625b8c6541474c67adcdff6c15d45c15
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06573297B2

Reaction notes

Loading…