Acetic Acid → HCID 22016025, compound
Reaction equation
[OH2:1].C[CH:3]([CH2:7][CH2:8][CH2:9][CH:10]([CH3:15])[CH2:11][CH2:12][CH:13]=[O:14])[CH2:4]C=O.[C:16]([OH:19])(=[O:18])[CH3:17]>>[CH3:4][CH:3]([CH2:7][CH2:8][CH2:9][CH:10]([CH3:15])[CH2:11][CH2:12][C:13]([OH:1])=[O:14])[CH2:17][C:16]([OH:19])=[O:18]Participants
Conditions
- Temperature
- 50 °C
Procedure
A 5-L pressure reaction vessel was charged with 0.19 g of Cu(OCOCH3)2 (H2O) and 1.5 L of acetic acid, and the vessel was pressurized to 7 atm with air and then warmed to 50° C. While air was introduced at a rate of 240 L/hr, a mixture of 750 g of 3,7-dimethyldecanedial and 750 mL of acetic acid was fed thereto over a period of 3 hours. After completion of the feed, the reaction was conducted for an additional 6 hours at the same temperature and pressure. The reaction vessel was cooled, the gas therein was purged and then the reaction mixture was taken out. This mixture was heated at 110° C. for 1 hour under nitrogen atmosphere. The acetic acid was distilled off under a reduced pressure and the residual liquid was distilled to give 3,7-dimethyldecanedioic acid as an almost colorless clear liquid having a boiling point of 175° to 180° C. at 0.80 mmHg. The yield was 61% (435 g). Instrumental-analysis data are shown below.
Workup
- additionWhile air was introduced at a rate of 240 L/hr
- waitAfter completion of the feed, the reaction was conducted for an additional 6 hours at the same temperature and pressure
- temperatureThe reaction vessel was cooled
- customthe gas therein was purged
- temperatureThis mixture was heated at 110° C. for 1 hour under nitrogen atmosphere
- distillationThe acetic acid was distilled off under a reduced pressure
- distillationthe residual liquid was distilled
Sources & evidence
- ORD record
- ord-f6f3e09be30c496896f3a8714d63aa42
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05606005
Reaction notes
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