Water → HCID 67834154, compound

HRID 1681456Notes

Reaction equation

HRID 1681456 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:39](=[O:40])[N:13]3[C:14]([C:23]([O:25]C(C4C=CC=CC=4)C4C=CC=CC=4)=[O:24])=[C:15](/[CH:18]=[CH:19]\[CH:20]4[CH2:22][CH2:21]4)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=O.O.C(OC(C)C)(C)C>C(Cl)Cl.C1(OC)C=CC=CC=1>[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:39](=[O:40])[N:13]3[C:14]([C:23]([OH:25])=[O:24])=[C:15](/[CH:18]=[CH:19]\[CH:20]4[CH2:22][CH2:21]4)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 7914Diisopropyl EtherHCID 67899259HCID 67899259, compound

Product 1

HCID 67834154HCID 67834154, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Conditions

Temperature
0 °C

Procedure

12.5 g (0.0227 mmol) of benzhydryl 7-phenylacetamido-3-[(Z)-2-cyclopropyl-vinyl]-3-cephem-4-carboxylate are dissolved in 23 ml of methylene chloride with the addition of 7.2 ml of anisole, the solution is cooled to 0° C. and 23 ml of trifluoroacetic acid are added. The mixture is stirred at 0° C. for 30 minutes and 46 ml of water are then added. 400 ml of diisopropyl ether are subsequently added to he reaction solution and the mixture is stirred at 0° C. for 30 minutes. The product which has crystallized out is filtered off with suction and washed with diisopropyl ether.

Workup

  1. stirringthe mixture is stirred at 0° C. for 30 minutes
  2. customThe product which has crystallized out
  3. filtrationis filtered off with suction
  4. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-032c9aad6f4644fea814cdc2b00c74dc
Source dataset
uspto-grants-1992_12
Patent number
US05171854

Reaction notes

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