3-(2-oxocyclododecyl)propanoic acid → HCID 12491129, compound

HRID 1415435Notes

Reaction equation

HRID 1415435 reaction equation
O=[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][CH2:15][C:16]([OH:18])=[O:17]>C(O)(=O)C>[C:3]12[CH2:14][CH2:15][C:16](=[O:17])[O:18][C:2]=1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2

Participants

3

Reactant 1

HCID 27750833-(2-oxocyclododecyl)propanoic acid

Product 1

HCID 12491129HCID 12491129, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Into a column of 1.6 mm diameter was packed Amberlyst 15 and a solution composed of β-(2-oxocyclododecyl)propionic acid, acetic anhydride, and glacial acetic acid in the ratio of 1:1:10 parts by weight was flowed down through the column at a residence time of 5 hours. The effluent was fractionally cut each hour and each fraction was analyzed by gas chromatography. The gas chromatogram of the reaction solution after 5 hours from outset of the flow-down showed that β-(2-oxocyclododecyl)-propionic acid was not present and 13-oxabicyclo(10.4.0)hexadec-1(12)-en-14-one was produced in 99% yield.

Workup

  1. customwas flowed down through the column at a residence time of 5 hours
  2. waitThe effluent was fractionally cut each hour

Sources & evidence

ORD record
ord-fc211819dd4e4e1698b6a1cf705bf725
Source dataset
uspto-grants-1977_01
Patent number
US04005107

Reaction notes

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