Diisopropyl Ether → HCID 131719584, compound

HRID 1451227Notes

Reaction equation

HRID 1451227 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:48](=[O:49])[N:13]3[C:14]([C:32]([O:34]C(C4C=CC=CC=4)C4C=CC=CC=4)=[O:33])=[C:15]([CH2:18][O:19][C:20]([O:22][C:23]4[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=4)=[O:21])[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC(C)C)(C)C>ClCCl.FC(F)(F)C(O)=O>[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:48](=[O:49])[N:13]3[C:14]([C:32]([OH:34])=[O:33])=[C:15]([CH2:18][O:19][C:20]([O:22][C:23]4[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=4)=[O:21])[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7914Diisopropyl EtherHCID 131719585HCID 131719585, compound

Product 1

HCID 131719584HCID 131719584, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of benzhydryl 7-phenylacetamido-3-p-nitrophenoxycarbonyloxymethyl-3-cephem-4-carboxylate (6.79 g, 0.01 mol) in dichloromethane (14 ml), trifluoroacetic acid (17 ml) was added dropwise under ice cooling, followed by stirring for 50 minutes. The reaction mixture was poured into diisopropyl ether. The precipitate thus obtained was collected by filtration, washed with diisopropyl ether and dried in air, whereby 7-phenylacetamido-3-p-nitrophenoxycarbonyloxymethyl-3-cephem-4-carboxylic acid was obtained (yield: 4.50 g; 87.7%).

Workup

  1. customThe precipitate thus obtained
  2. filtrationwas collected by filtration
  3. washwashed with diisopropyl ether
  4. customdried in air

Sources & evidence

ORD record
ord-cb38bf72af124c2d862904576a93659e
Source dataset
uspto-grants-1997_02
Patent number
US05604217

Reaction notes

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