Bromine → HCID 70634610, compound

HRID 2071586Notes

Reaction equation

HRID 2071586 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][CH:10]1[C:34](=[O:35])[N:12]2[CH:13]([C:18]([O:20][CH:21]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:19])[C:14](=[CH2:17])[CH2:15][S:16][C@H:11]12)=[O:8].[CH3:36][O-:37].[Li+].[Br:39]Br>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][C:10]1([O:37][CH3:36])[C:34](=[O:35])[N:12]2[C:13]([C:18]([O:20][CH:21]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:19])=[C:14]([CH2:17][Br:39])[CH2:15][S:16][C@H:11]12)=[O:8]

Participants

5

Reactant 3

HCID 24408BromineHCID 4177230Lithium methanolateHCID 70561563HCID 70561563, compound

Product 1

HCID 70634610HCID 70634610, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In accordance with the procedures described by Example 1, benzhydryl 7-(2-thienylacetamido)-3-methylenecepham-4-carboxylate was reacted with 8 equivalents of lithium methoxide in tetrahydrofuran in the presence of 8 equivalents of bromine at -80° C. to provide the title product:

Sources & evidence

ORD record
ord-af7ebb2f9db947c9a92e379ff22fff36
Source dataset
uspto-grants-1977_09
Patent number
US04048160

Reaction notes

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