Water → HCID 86745104, compound

HRID 729049Notes

Reaction equation

HRID 729049 reaction equation
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].N1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH2:14]>C(OCC)C>[C:1]([OH:4])(=[O:3])[CH3:2].[C:1]([OH:4])(=[O:3])[CH3:2].[OH:14][CH2:9][C:10]1[C:1]([OH:3])=[CH:2][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1049PyridineHCID 7918Acetic Anhydride

Product 1

HCID 86745104HCID 86745104, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Acetic anhydride (82.3 g, 0.806 mol) was mixed with pyridine (130 g) and Product A (50 g, 0.403 mol) added slowly with stirring and cooling to prevent the temperature exceeding 50° C. The mixture was allowed to stand overnight at room temperature and then poured into a large excess of cold water. Diethyl ether was added and the reaction product extracted, washed with water, then washed with 1% hydrochloric acid and then again washed with water. The organic layer was dried and the ether removed under vacuum leaving a pale yellow oil.

Workup

  1. additionadded slowly
  2. temperaturecooling
  3. customexceeding 50° C
  4. extractionthe reaction product extracted
  5. washwashed with water
  6. washwashed with 1% hydrochloric acid
  7. washagain washed with water
  8. customThe organic layer was dried
  9. customthe ether removed under vacuum
  10. customleaving a pale yellow oil

Sources & evidence

ORD record
ord-4759969e6d2f4f4f844ede058899449f
Source dataset
uspto-grants-1991_09
Patent number
US05051454

Reaction notes

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