3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene → HCID 54736293, compound
Reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11][CH2:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])(OC)=[O:2].C1(C2CCCCCCCCCC=2)CCCCCCCCNN=1>C1(C)C=CC=CC=1>[OH:2][C:1]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[S:11][C:12]=1[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5 g (I5.8 mmol) of benzyl S-(2-carbomethoxyphenyl)-thioglycolate and 3 g (19.7 mmol) of diazabicycloundecene are heated under reflux in 100 ml of toluene. At the same time, about 50 ml of toluene are removed by distillation in the course of one hour. After cooling, the mixture is poured into 2 N HCl and extracted with CH2Cl2. The residue is purified by filtration through silica gel using toluene as the eluent.
Workup
- customAt the same time, about 50 ml of toluene are removed by distillation in the course of one hour
- temperatureAfter cooling
- additionthe mixture is poured into 2 N HCl
- extractionextracted with CH2Cl2
- filtrationThe residue is purified by filtration through silica gel
Sources & evidence
- ORD record
- ord-2efe70076790471d9c88f0797eab162f
- Source dataset
- uspto-grants-1992_06
- Patent number
- US05118680
Reaction notes
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