Morpholine → HCID 53945385, compound
Reaction equation
F[B-](F)(F)F.[C:6]([N+:10]1[O:11][C:12]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:13]2[CH:18]=[C:17]([Cl:19])[C:16]([CH3:20])=[CH:15][C:14]=12)([CH3:9])([CH3:8])[CH3:7].[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>>[C:6]([N:10]1[C:14]2[CH:15]=[C:16]([CH3:20])[C:17]([Cl:19])=[CH:18][C:13]=2[C:12]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[O:11]1)([CH3:9])([CH3:7])[CH3:8]Participants
3
Procedure
To a flask containing 6 g. of 1-tert.-butyl-5-chloro-6-methyl-3-phenyl-2,1-benzisoxazolium tetrafluoroborate is added 9 ml. of morpholine and the mixture heated at 80°C. for 1 hour. The reaction mixture is washed in diethyl ether and water and the ether layer separated, dried, evaporated in vacuo to dryness and the residue recrystallized from ether/methylene chloride to obtain 1-tert.-butyl-5-chloro-6-methyl-3-morpholino-3-phenyl-2,1-benzisoxazoline, m.p. 131°-133°C.
Workup
- additionTo a flask containing 6 g
- washThe reaction mixture is washed in diethyl ether
- customwater and the ether layer separated
- customdried
- customevaporated in vacuo to dryness
- customthe residue recrystallized from ether/methylene chloride
Sources & evidence
- ORD record
- ord-43a90a243321478bac525d08a4ec3b28
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03931172
Reaction notes
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