Acetone → HCID 13103229, compound

HRID 1639322Notes

Reaction equation

HRID 1639322 reaction equation
C(=[N:8][CH:9]1[C:30](=[O:31])[N:11]2[C:12]([C:18]([O:20]CC3C=CC(OC)=CC=3)=[O:19])=[C:13]([CH2:16][I:17])[CH2:14][S:15][C@H:10]12)C1C=CC=CC=1.[ClH:32].CC(C)=O.C(OC(C)C)(C)C>C(O)=O>[ClH:32].[NH2:8][CH:9]1[C:30](=[O:31])[N:11]2[C:12]([C:18]([OH:20])=[O:19])=[C:13]([CH2:16][I:17])[CH2:14][S:15][C@H:10]12

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 14673058HCID 14673058, compound

Product 1

HCID 13103229HCID 13103229, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

3.25 g (59.3 mM) of p-methoxybenzyl 7-benzylideneamino-3-iodomethyl-3-cephem-4-carboxylate was dissolved in 55 ml of 99% formic acid. Under cooling with ice, 23 ml of concentrated hydrochloric acid was added to this solution, and the mixture was stirred at room temperature for 1.5 hours. To the reaction solution, 200 ml of acetone and 400 ml of isopropyl ether were added. Precipitates were collected by filtration, washed with acetone and dried to obtain 12 g (yield: 53.7%) of 7-amino-3-iodomethyl-3-cephem-4-carboxylic acid hydrochloride.

Workup

  1. additionwas added to this solution
  2. customPrecipitates
  3. filtrationwere collected by filtration
  4. washwashed with acetone
  5. customdried

Sources & evidence

ORD record
ord-7423678cd0af4e0ab92bff14acc94f1b
Source dataset
uspto-grants-1989_11
Patent number
US04883868

Reaction notes

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