Acetic Anhydride → HCID 70573520, compound

HRID 127092Notes

Reaction equation

HRID 127092 reaction equation
[O:1]=[C:2]([CH2:25][OH:26])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@@H:9]1[C@@H:13](/[CH:14]=[CH:15]/[CH2:16][C:17]([OH:23])([CH3:22])[CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]1=[O:24].[C:27](OC(=O)C)(=[O:29])[CH3:28]>N1C=CC=CC=1>[O:1]=[C:2]([CH2:25][O:26][C:27](=[O:29])[CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@@H:9]1[C@@H:13](/[CH:14]=[CH:15]/[CH2:16][C:17]([OH:23])([CH3:22])[CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]1=[O:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70567007HCID 70567007, compound

Product 1

HCID 70573520HCID 70573520, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.1 g of 1,9-dioxo-16-hydroxy-1-hydroxymethyl-16-methyl-10,13-trans-prostadiene (Example 1214) in 0.75 ml of pyridine is added 0.026 g of acetic anhydride. After 18 hr. at room temperature, the solvent is removed at reduced pressure and the residue is chromatographed on silica gel to give the title compound.

Workup

  1. customat room temperature, the solvent is removed at reduced pressure
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-7235497cc6894fe2855f0536c15a6bda
Source dataset
uspto-grants-1981_03
Patent number
US04254285

Reaction notes

Loading…