2-[N-Dodecyl-N-ethylamino]ethanol → N-Ethyl-N-[2-[4-(3,3-dimethoxy-4,4,4-trifluoro-but-1-yl)phenoxy]ethyl]dodecylamine
Reaction equation
[CH2:1]([N:13]([CH2:16][CH2:17][OH:18])[CH2:14][CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:19][O:20][C:21]([O:35][CH3:36])([C:31]([F:34])([F:33])[F:32])[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27](O)=[CH:26][CH:25]=1.C(N(CCOC1C=CC(CCC(OC)=O)=CC=1)C)CCCCCCCCCCC>>[CH2:14]([N:13]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:16][CH2:17][O:18][C:27]1[CH:26]=[CH:25][C:24]([CH2:23][CH2:22][C:21]([O:20][CH3:19])([O:35][CH3:36])[C:31]([F:34])([F:33])[F:32])=[CH:29][CH:28]=1)[CH3:15]Participants
4
Reactant 3
Product 1
Procedure
2-[N-Dodecyl-N-ethylamino]ethanol (250 mg, 0.96 mmol) and 4-(3,3-dimethoxy-4,4,4-trifluorobut-1-yl)phenol (230 mg, 0.87 mmol) were reacted under Mitsunobu conditions as described in the preparation of 3-[4-[2-(N-dodecyl-N-methylamino)ethoxy]phenyl]propanoic acid, methyl ester. The usual work-up followed by chromatography on silica gel (Hexane/ethyl acetate 95:5 to 80:20) afforded the title compound (200 mg, 46%) as a colorless oil.
Sources & evidence
- ORD record
- ord-7dc3a9c9cec34502bf23f20979cdbf4b
- Source dataset
- uspto-grants-2002_02
- Patent number
- US06350892B1
Reaction notes
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