Hydrochloric Acid → HCID 86662461, compound
Reaction equation
COC[O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([CH2:15][CH2:16]/[C:17](/[C:24]1[CH:33]=[CH:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=1)=[CH:18]\[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:9]=[CH:8]2.Cl>CO>[OH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([CH2:15][CH2:16]/[C:17](/[C:24]1[CH:33]=[CH:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=1)=[CH:18]\[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:9]=[CH:8]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of (E)-ethyl 5-(6-(methoxymethoxy)naphthalen-2-yl)-3-(naphthalen-2-yl)pent-2-enoate (0.25 g, 0.57 mmol) in methanol (10 mL) was treated with 10% HCl (2 mL) and the resulting mixture was refluxed for 2 h. After cooling the solvent was removed, the residue was extracted with ethyl acetate (3×) and dried with MgSO4. Then the crude product was concentrated to obtain the product; yellow oil; yield: 0.095 g (quant, without further purification);
Workup
- temperaturethe resulting mixture was refluxed for 2 h
- temperatureAfter cooling the solvent
- customwas removed
- extractionthe residue was extracted with ethyl acetate (3×)
- dry with materialdried with MgSO4
- concentrationThen the crude product was concentrated
- customto obtain the product
- customyield: 0.095 g (quant, without further purification)
Sources & evidence
- ORD record
- ord-4a6a9b55d61248d5801036d4f8bade5f
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08912186B2
Reaction notes
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