Benzene → p-(5-n-Octyl-1,3-dioxan-2-yl)phenyl p-n-butylbenzoate
Reaction equation
[CH2:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH2:14]([CH:22]1[CH2:27][O:26][CH:25]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)[O:24][CH2:23]1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].C1C=CC=CC=1.N1C=CC=CC=1>O>[CH2:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:34][C:31]2[CH:30]=[CH:29][C:28]([CH:25]3[O:24][CH2:23][CH:22]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:27][O:26]3)=[CH:33][CH:32]=2)=[O:10])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]Participants
6
Procedure
A mixture of 4-n-butylbenzoyl chloride (0.98 g. 0.005 m), p-(5-n-octyl-1,3-dioxan-2-yl)phenol (1.37 g, 0.005 m), benzene (40 ml) and pyridine (2 ml) was stirred at room temperature for six hours. The resulting reaction mixture was poured into cold water. The organic layer was separated and washed with diluted hydrochloric acid solution, diluted potassium hydroxide solution and water, then dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was crystallized from ethanol to yield p-(5-n-octyl-1,3-dioxan-2-yl)phenyl p-n-butylbenzoate (1.1 g. 51%) CN 65.5°-66.5° C., NL 141°-142° C.
Workup
- customThe resulting reaction mixture
- customThe organic layer was separated
- washwashed with diluted hydrochloric acid solution, diluted potassium hydroxide solution and water
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated
- customthe residue was crystallized from ethanol
Sources & evidence
- ORD record
- ord-e77cc3d4c33946898159d67c923c5c54
- Source dataset
- uspto-grants-1980_04
- Patent number
- US04200580
Reaction notes
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