Morpholine → HCID 22054219, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl.C(N=C=NCCCN(C)C)C.[CH3:19][O:20][C:21]1[C:22]([CH3:51])=[C:23]([C:42]([O:49][CH3:50])=[C:43]([O:47][CH3:48])[C:44]=1[O:45][CH3:46])[CH2:24][C:25]1[CH:26]=[CH:27][C:28]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[C:29]([CH:33]=1)[C:30](O)=[O:31]>C(Cl)Cl>[CH3:19][O:20][C:21]1[C:22]([CH3:51])=[C:23]([C:42]([O:49][CH3:50])=[C:43]([O:47][CH3:48])[C:44]=1[O:45][CH3:46])[CH2:24][C:25]1[CH:26]=[CH:27][C:28]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[C:29]([CH:33]=1)[C:30]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:31]Participants
5
Procedure
Morpholine (0.451 g, 5.17 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.49 g, 7.76 mmol) were added to a methylene chloride solution (80 ml) of 5-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-benzyloxybenzoic acid (1.17 g, 2.59 mmol) and the resulting solution was stirred at room temperature for 12 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=50:1) to obtain the titled compound (1.27 g, 2.59 mmol, 99%).
Workup
- extractionextracted with methylene chloride
- washThe extract was washed with water
- customdried
- customthe solvent was removed by distillation
- customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=50:1)
Sources & evidence
- ORD record
- ord-debfb366f8204b89894094c61ed20eb4
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07064124B2
Reaction notes
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