Trichloroacetic Acid → HCID 131713973, compound

HRID 986781Notes

Reaction equation

HRID 986781 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:43][O:44][CH3:45])[C:12]([NH:14][CH:15]2[C:41](=[O:42])[N:17]3[C:18]([C:25]([O:27]C(C4C=CC=CC=4)C4C=CC=CC=4)=[O:26])=[C:19]([CH2:22][O:23][CH3:24])[CH2:20][S:21][C@H:16]23)=[O:13])[N:10]=1)=[O:4].C1(OC)C=CC=CC=1.ClC(Cl)(Cl)C(O)=O.C(OC(C)C)(C)C>C(Cl)Cl>[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:43][O:44][CH3:45])[C:12]([NH:14][CH:15]2[C:41](=[O:42])[N:17]3[C:18]([C:25]([OH:27])=[O:26])=[C:19]([CH2:22][O:23][CH3:24])[CH2:20][S:21][C@H:16]23)=[O:13])[N:10]=1)=[O:4]

Participants

6

Reactant 4

HCID 6421Trichloroacetic AcidHCID 7519AnisoleHCID 7914Diisopropyl EtherHCID 131713972HCID 131713972, compound

Product 1

HCID 131713973HCID 131713973, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 7.65 g of benzhydryl 7-[2-(2-chloroacetamidothiazol-4-yl]-2-methoxyiminoacetamido]-3-methoxymethyl-3-cephem-4-carboxylate, 25 ml of methylene chloride, 5 ml of anisole and 20 ml of trichloroacetic acid was allowed to react at room temperature for 30 minutes. At the end of this time, 300 ml of diisopropyl ether were added to the reaction mixture and the resulting precipitates were collected by filtration, giving 5.95 g of 7-[2-(2-chloroacetamidothiazol-4-yl)-2-methoxyiminoacetamido]-3-methoxymethyl-3-cephem-4-carboxylic acid.

Workup

  1. customto react at room temperature for 30 minutes
  2. customthe resulting precipitates
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-0040897b80fa4f998863e5f3809e4d6c
Source dataset
uspto-grants-1987_12
Patent number
US04716158

Reaction notes

Loading…