Nitric Acid → 2,2,6-Trimethylcyclohexanecarboxylic acid

HRID 1975639

반응식

HRID 1975639 반응식
[N+]([O-])(O)=[O:2].[CH3:5][C:6]1([CH3:15])[CH2:11][CH2:10][CH2:9][CH:8]([CH3:12])[CH:7]1[CH:13]=[O:14].C1(C)C=CC=CC=1>O>[CH3:15][C:6]1([CH3:5])[CH2:11][CH2:10][CH2:9][CH:8]([CH3:12])[CH:7]1[C:13]([OH:2])=[O:14]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 1140TolueneHCID 103695Cyclohexanecarboxaldehyde, 2,2,6-trimethyl-

생성물 1

HCID 142287142,2,6-Trimethylcyclohexanecarboxylic acid수율 98.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
55 °C

실험 절차

In a 300-ml 4-necked flask equipped with a condenser, a thermometer, a dropping funnel, and a stirrer was placed 39 g of nitric acid (60% aqueous solution) and heated to 55° C. To the solution was added dropwise 93 g (0.60 mole) of 2,2,6-trimethylcyclohexanecarbaldehyde (4) composed of 35% of the trans-form and 65% of the cis-form synthesized in Synthesis Example 1-A) described above over a period of 2 hours. Thereafter, the reaction was carried out for 3 hours at the same temperature. Then, 100 g of toluene and 100 g of water were added to the reaction mixture at room temperature to wash with water and form an organic layer and an aqueous layer separately. The organic layer was washed thrice with 100 g of a saturated aqueous sodium chloride solution, and the toluene was distilled off under reduced pressure by means of an evaporator, to provide 101 g of crude 2,2,6-trimethylcyclohexanecarboxylic acid (5) composed of 35% of the trans-form and 65% of the cis-form.

후처리

  1. customIn a 300-ml 4-necked flask equipped with a condenser
  2. customsynthesized in Synthesis Example 1-A)
  3. customdescribed above over a period of 2 hours
  4. washto wash with water
  5. customform an organic layer
  6. washThe organic layer was washed thrice with 100 g of a saturated aqueous sodium chloride solution
  7. distillationthe toluene was distilled off under reduced pressure by means of an evaporator

출처 및 근거

ORD 기록
ord-4a13ad68d4e24154b38053f6a3620f38
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05288702

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