Benzoic Acid → Nonylbenzoate, branched and linear

HRID 2253416노트

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HRID 2253416 반응식
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10](O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17].CC(C(O)=O)C1C=CC(CC2C(=O)CCC2)=CC=1>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4]>[C:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 243Benzoic AcidHCID 3965LoxoprofenHCID 17072Isononanol

생성물 1

HCID 53673956Nonylbenzoate, branched and linear

시약·촉매·용매 1

HCID 21801Titanium tetrabutoxide촉매

실험 절차

976 g of benzoic acid (8 mol), 1728 g of isononanol from OXENO Olefinchemie GmbH (12 mol), and 0.59 g of butyl titanate (0.06%, based on the amount of acid) are weighed into a four liter distillation flask on top of which a water separator and reflux condenser have been attached, and which has a sampling port and thermometer, and are heated to boiling under nitrogen. The water of reaction produced during the esterification process was removed sequentially. Once the acid value fell below 0.1 mg KOH/g (after about 3 hours), the mixture was first cooled below 60° C., and a 20 cm multifill column was placed on the apparatus. The pressure was then reduced to 2 mbar, and excess alcohol was first distilled off (about 120° C.). After removal of an intermediate fraction at up to 140° C. it was possible to distill over the isononyl benzoate within a range of 142 to 147° C. (at 2 mbar) measured at the head of the column. Purity >99.7% was determined by gas chromatography.

후처리

  1. distillationare weighed into a four liter distillation flask on top of which a water separator
  2. temperaturereflux condenser
  3. temperatureare heated
  4. customThe water of reaction
  5. customproduced during the esterification process
  6. customwas removed sequentially
  7. custom(after about 3 hours)
  8. temperaturethe mixture was first cooled below 60° C.
  9. distillationwas first distilled off (about 120° C.)
  10. customAfter removal of an intermediate fraction at up to 140° C. it
  11. distillationto distill over the isononyl benzoate within a range of 142 to 147° C. (at 2 mbar)

출처 및 근거

ORD 기록
ord-a2f10b403ec040748e0e3c53ce6fa61b
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323588B2

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