Dichloromethane → HCID 21450746, compound
Reaction equation
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20](Br)[CH:21]=[CH2:22].C(=O)(O)[O-].[Na+].C(Cl)[Cl:30]>>[ClH:30].[CH2:22]([N:10]1[CH2:9][CH2:8][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:13][CH2:12][CH2:11]1)[CH:21]=[CH2:20]Participants
5
Procedure
To the stirred solution of 5.06 g of 7,7-diphenyl-hexahydro-1,4-oxazepine in 50 ml of methylene chloride, 2.6 g of allyl bromide are added, followed by 40 ml of 10% aqueous sodium bicarbonate and the mixture is stirred for 24 hours at room temperature. The organic layer is separated, washed with water, dried, filtered and evaporated. The residue is taken up in acetone, the solution acidified with hydrogen chloride in acetone and diluted with diethyl ether, to yield the 4-allyl-7,7-diphenyl-hexahydro-1,4-oxazepine hydrochloride melting at 246° to 247°.
Workup
- customThe organic layer is separated
- washwashed with water
- customdried
- filtrationfiltered
- customevaporated
- additiondiluted with diethyl ether
Sources & evidence
- ORD record
- ord-f7f6540aa3da4475ba92df1300d957ea
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03988448
Reaction notes
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