Methanol → HCID 12249281, compound

HRID 2198818Notes

Reaction equation

HRID 2198818 reaction equation
[O:1]=[C:2]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:14][C:15]([OH:17])=[O:16].S(=O)(=O)(O)O.[OH-].[Na+].[CH3:25]O>[O-]S([O-])(=O)=O.[Na+].[Na+]>[CH3:25][O:16][C:15](=[O:17])[CH2:14][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:2]1=[O:1]

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 317519Cyclododecaneaceticacid, 2-oxo-

Product 1

HCID 12249281HCID 12249281, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 24436Sodium SulfateCatalyst

Procedure

One hundred seventy-five grams (0.73 mol) of the ketomono acid from step 3 and 440 ml of methanol were refluxed with agitation for 3 hours with the addition of 7.3 gm of concentrated sulfuric acid. The cooled solution was neutralized with 50% sodium hydroxide solution and then methanol and water were completely removed. The residue contained, in addition to small amounts of salt (approximately 10 gm of Na2SO4), approximately 180 gm of ketomonoester (IX) (97% yield), which was further reacted in that form.

Workup

  1. custommethanol and water were completely removed

Sources & evidence

ORD record
ord-f87eedfd9ec7431e8d515adf77301e2b
Source dataset
uspto-grants-1982_11
Patent number
US04360468

Reaction notes

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