Isopropanolate → Loribid

HRID 1379754Notes

Reaction equation

HRID 1379754 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@@H:7]([NH2:24])[C:8]([NH:10][C@@H:11]2[C:18](=[O:19])[N:17]3[C@@H:12]2[CH2:13][CH2:14][C:15]([Cl:23])=[C:16]3[C:20]([OH:22])=[O:21])=[O:9])=[CH:5][CH:6]=1.C([O-:28])(C)C.C([O-])(C)C>O>[CH2:13]1[CH:12]2[CH:11]([NH:10][C:8]([C@H:7]([NH2:24])[C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)=[O:9])[C:18](=[O:19])[N:17]2[C:16]([C:20]([OH:22])=[O:21])=[C:15]([Cl:23])[CH2:14]1.[OH2:28]

Participants

4

Reactant 2

HCID 3260420IsopropanolateHCID 131718926HCID 131718926, compound

Product 1

HCID 60746Loribid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A sample of loracarbef isopropanolate is charged to the 300 mm. Allihn condenser. Deionized water (200 g) is charged to a 1 L., 1-neck, round bottom flask. The flask is placed in the Kugelrohr oven and connected to the condenser. The system's pressure is pulled down to approximately 300 mbar. The jacket on the condenser is heated to 75° C. with a constant temperature bath. The Kugelrohr oven is heated to 65° C. The system's pressure is further reduced to 250 mbar and the isopropanolate is subjected to a relative humidity of 100% with agitation for approximately 6 to 8 hours. The oven and condenser are cooled to 20°-25° C. The system is vented to atmospheric pressure. The hydrated product is removed and placed in a vacuum oven at 40°-45° C. The product is dried overnight under full vacuum with a slight nitrogen sweep.

Workup

  1. temperatureThe Kugelrohr oven is heated to 65° C
  2. temperatureThe oven and condenser are cooled to 20°-25° C
  3. customThe hydrated product is removed
  4. customplaced in a vacuum oven at 40°-45° C
  5. customThe product is dried overnight under full vacuum with a slight nitrogen sweep

Sources & evidence

ORD record
ord-2458b7cef30f45ea9df7e403016ed1ff
Source dataset
uspto-grants-1997_09
Patent number
US05672700

Reaction notes

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