Nitric Acid → 2,2,6-Trimethylcyclohexanecarboxylic acid

HRID 1975643

反応式

HRID 1975643 の反応式
[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]>>[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]

参加物

3

反応物 2

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

生成物 1

HCID 142287142,2,6-Trimethylcyclohexanecarboxylic acid収率 98.9%

反応条件

温度
55 °C

実験手順

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 (aqueous 60% solution), and the temperature was raised to 55° C. Then, 93 g (0.60 mole) of 2,2,6-trimethylcyclohexanecarbaldehyde [composition: 90.2% of the trans-form, 9.8% of the cis-form] synthesized in Synthesis Example 6-A) was added dropwise thereto over a period of 2 hours. Thereafter, the reaction was carried out for 3 hours at the same temperature, and the reaction mixture obtained was washed with of 100 g of toluene and 100 g of water, followed by separating an organic layer from an aqueous layer. After further washing thrice the organic layer with 100 g of a saturated aqueous sodium chloride solution, the organic layer formed was separated from an aqueous layer. The toluene was distilled off from the organic layer by an evaporator under reduced pressure to provide 101 g of crude 2,2,6-trimethylcyclohexanecarboxylic acid (5) [composition: 90.5% of the trans-form, 9.5% of the cis-form].

後処理

  1. customIn a 300-ml 4-necked flask equipped with a condenser
  2. additionwas added dropwise
  3. waitThereafter, the reaction was carried out for 3 hours at the same temperature
  4. customthe reaction mixture obtained
  5. washwas washed with of 100 g of toluene and 100 g of water
  6. customby separating an organic layer from an aqueous layer
  7. washAfter further washing thrice the organic layer with 100 g of a saturated aqueous sodium chloride solution
  8. customthe organic layer formed
  9. customwas separated from an aqueous layer
  10. distillationThe toluene was distilled off from the organic layer by an evaporator under reduced pressure

出典と根拠

ORDレコード
ord-244e7457554a449a9afc0ff4b6f7cdfd
出典データセット
uspto-grants-1994_02
特許番号
US05288702

関連ノート

読み込み中…