Cephalosporin C → Dicyclohexylamine

HRID 1579957Notes

Reaction equation

HRID 1579957 reaction equation
Cl.[CH:2]1([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.CC(OCC1CS[C@@H]2[C@H](NC(CCC[C@@H](N)C(O)=O)=O)C(=O)N2C=1C(O)=O)=O>O>[CH:9]1([NH:8][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 65536Cephalosporin CHCID 2793652Dicyclohexylamine hydrochloride

Product 1

HCID 7582Dicyclohexylamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentration in vacuo or at atmospheric pressure of the mother liquors leaves a post residue consisting of essentially dicyclohexylamine hydrochloride, water and unreacted or decomposed cephalosporin C by-products. Basification of the pH to about 9 with sodium hydroxide, followed by physical separation of the two layers produces essentially pure dicyclohexylamine in about 85-95% recofery of theory.

Workup

  1. concentrationConcentration in vacuo
  2. customat atmospheric pressure of the mother liquors leaves a post residue
  3. customBasification of the pH to about 9 with sodium hydroxide, followed by physical separation of the two layers

Sources & evidence

ORD record
ord-90794c0d985d491c86f822f988913617
Source dataset
uspto-grants-1976_01
Patent number
US03932392

Reaction notes

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