Hydrochloric Acid → 4-(Docosyloxy)-alpha-[4-(docosyloxy)phenyl]benzenemethanamine
Reaction equation
C1CCN2C(=NCCC2)CC1.C([NH:29][CH:30]([C:60]1[CH:65]=[CH:64][C:63]([O:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH3:88])=[CH:62][CH:61]=1)[C:31]1[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])=[CH:33][CH:32]=1)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.Cl>ClCCl>[CH2:38]([O:37][C:34]1[CH:33]=[CH:32][C:31]([CH:30]([NH2:29])[C:60]2[CH:65]=[CH:64][C:63]([O:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH3:88])=[CH:62][CH:61]=2)=[CH:36][CH:35]=1)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59]Participants
5
Procedure
To dichloromethane (10 ml) was added DBU (1,8-diazabicyclo[5,4,0]-7-undecene, 200 μl), and N-Fmoc-di(4-docosoxyphenyl)methylamine (500 mg, 474 μmol) obtained in Example 4 was added and the mixture was stirred at room temperature for 5 hr. 1N Hydrochloric acid (1.3 ml) was added dropwise and, after stirring, the solvent was evaporated and the residue was washed with acetonitrile (10 ml) to give di(4-docosoxyphenyl)methylamine (340 mg, 408 μmol, yield 86%).
Workup
- additionwas added
- stirringafter stirring
- customthe solvent was evaporated
- washthe residue was washed with acetonitrile (10 ml)
Sources & evidence
- ORD record
- ord-b3e195d198cd40fe922f9f8e5d810928
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09169187B2
Reaction notes
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