Methanol → HCID 53934866, compound

HRID 973097Notes

Reaction equation

HRID 973097 reaction equation
[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C@@H:14]([CH:15]=[CH:16][CH:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:13][CH:12]2OCC[O:27][CH:11]12.CO.C1(C)C=CC(S(O)(=O)=O)=CC=1>CCOCC>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C@@H:14]([CH:15]=[CH:16][CH:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:13][CH2:12][C:11]1=[O:27]

Participants

5

Reactant 3

HCID 887MethanolHCID 6101p-Toluenesulfonic acidHCID 68118985HCID 68118985, compound

Product 1

HCID 53934866HCID 53934866, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 9-ethylenedioxy-15-hydroxyprost-13-enoic acid methyl ester (35 mg), methanol (3 ml) water (0.5 ml) and p-toluenesulfonic acid (10 mg) is allowed to stand at room temperature overnight, taken up in ether, washed to neutrality with water, dried over magnesium sulfate and the solvent evaporated under reduced pressure to yield 15-hydroxy-9-oxoprost-13-enoic acid methyl ester γmaxFilm 3450, 1745 cm-1, identical to the compound of the same name described in British Pat. No. 1,218,998, cited above.

Workup

  1. washwashed
  2. dry with materialdried over magnesium sulfate
  3. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-c805977955a74b3da85980e8f268d9fb
Source dataset
uspto-grants-1977_10
Patent number
US04054741

Reaction notes

Loading…