Acetic Anhydride → HCID 70573520, compound

HRID 1395182Notes

Reaction equation

HRID 1395182 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-439eb05e91964a76a0686c9b0e85d01a
Source dataset
uspto-grants-1980_05
Patent number
US04202822

Reaction notes

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