Acetic Anhydride → HCID 19909538, compound

HRID 1534367Notes

Reaction equation

HRID 1534367 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6](O)[C:5]2[O:9][C:10]3[C:15]([C:16]([O:18][CH2:19][C:4]=2[CH:3]=1)=[O:17])=[C:14](OC)[C:13]([C@@H:22]([OH:27])[CH2:23][CH:24]([CH3:26])[CH3:25])=[CH:12][CH:11]=3.[C:28](OC(=O)C)(=[O:30])[CH3:29]>N1C=CC=CC=1>[C:28]([O:27][CH:22]([C:13]1[CH:12]=[CH:11][C:10]2[O:9][C:3]3[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][C:4]=3[CH2:19][O:18][C:16](=[O:17])[C:15]=2[CH:14]=1)[CH2:23][CH:24]([CH3:25])[CH3:26])(=[O:30])[CH3:29]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12421311-Hydroxy-3-(1-hydroxy-3-methylbutyl)-4-methoxy-9-methyl-5H,7H-dibenzo[b,g][1,5]dioxocin-5-one

Product 1

HCID 19909538HCID 19909538, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 mg (0.27 mmol) of penicillide (Ib) are stirred in 2 ml of pyridine and 1 ml of acetic anhydride for 14 h at 25° C. with the exclusion of moisture. The reaction mixture is evaporated in vacuo, the residue is taken up in methylene chloride and the solution is washed with water. The evaporation residue of the dried organic phase is chromatographed on silica gel using hexane/diethyl ether.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. washthe solution is washed with water
  3. customThe evaporation residue of the dried organic phase is chromatographed on silica gel

Sources & evidence

ORD record
ord-cc04be8485db4e7aa6ead1c71d68c57f
Source dataset
uspto-grants-1992_02
Patent number
US05089487

Reaction notes

Loading…