Acetic Acid → HCID 12491129, compound

HRID 1415433Notes

Reaction equation

HRID 1415433 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=O)=[CH:3][CH:2]=1.[C:12]([OH:15])(=[O:14])[CH3:13].C(OC(=O)C)(=O)C.[CH:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:1]12[CH2:11][CH2:13][C:12](=[O:15])[O:14][C:26]=1[CH2:25][CH2:24][CH2:23][CH2:28][CH2:27][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 7918Acetic Anhydride

Product 1

HCID 12491129HCID 12491129, compoundYield 32.8%

Procedure

Five parts of the foregoing β-(2-oxocyclododecyl)propionic acid morpholine amide, 0.2 part of paratoluene sulfonic acid, 50 parts of acetic acid, and 5 parts of acetic anhydride were refluxed for 36 hours. And then 300 parts of benzene was added into the solution and washed with aqueous sodium bicarbonate to remove the catalyst and acetic acid. Thereafter, the resulting solution was treated by the same method as described in Example 1 to give 1.54 parts of 13-oxabicyclo(10.4.0)hexadec-1(12)-en-14-one in 32.8% yield.

Workup

  1. washwashed with aqueous sodium bicarbonate
  2. customto remove the catalyst and acetic acid
  3. additionThereafter, the resulting solution was treated by the same method

Sources & evidence

ORD record
ord-984e58c06d634459a47bef58b3326a8b
Source dataset
uspto-grants-1977_01
Patent number
US04005107

Reaction notes

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