1-Bromooctadecane → HCID 18520269, compound

HRID 1250768Notes

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-4e38681392af4c16ab2019090170a7f0
Source dataset: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06339154B1

Reaction notes

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