Diisopropyl Ether → HCID 131719584, compound

HRID 1599690Notes

Reaction equation

HRID 1599690 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-912a8df6d8734f1e9f338154e199cc92
Source dataset
uspto-grants-1998_04
Patent number
US05741902

Reaction notes

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