Acetic Anhydride → Cyclohexanol, 2-(1,1-dimethylethyl)-4-methyl-, 1-acetate

HRID 845197ノート

反応式

HRID 845197 の反応式
[C:1]([CH:5]1[CH2:10][CH:9]([CH3:11])[CH2:8][CH2:7][CH:6]1[OH:12])([CH3:4])([CH3:3])[CH3:2].[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([O:12][CH:6]1[CH2:7][CH2:8][CH:9]([CH3:11])[CH2:10][CH:5]1[C:1]([CH3:4])([CH3:2])[CH3:3])(=[O:15])[CH3:14]

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 106739Cyclohexanol, 2-(1,1-dimethylethyl)-4-methyl-

生成物 1

HCID 16206258Cyclohexanol, 2-(1,1-dimethylethyl)-4-methyl-, 1-acetate収率 95%

実験手順

A mixture of 680 g (4 moles) of 2-tert-butyl-4-methylcyclohexanol and 612 g (6 moles) of acetic anhydride was heated to 145°-160° C. and the resulting acetic acid was distilled off slowly in the course of 3 hours. When the reaction was complete, the mixture was cooled, the excess acetic anhydride was distilled off under 20 mbar, the residue was cooled and then taken up in 500 ml of diethyl ether, the ether solution was washed acid-free with aqueous sodium bicarbonate solution, the solvent was removed and the residue was then fractionated. After a small initial fraction (13 g of boiling point 30°-45° C./0.005 mbar), 806 g of 2-tert-butyl-4-methylcyclohexyl acetate distilled over at 54°-56° C./0.005 mbar. The refractive index nD25 was 1.4505 and the yield was 95% of theory.

後処理

  1. temperaturewas heated to 145°-160° C.
  2. distillationthe resulting acetic acid was distilled off slowly in the course of 3 hours
  3. temperaturethe mixture was cooled
  4. distillationthe excess acetic anhydride was distilled off under 20 mbar
  5. temperaturethe residue was cooled
  6. washthe ether solution was washed acid-free with aqueous sodium bicarbonate solution
  7. customthe solvent was removed
  8. distillationAfter a small initial fraction (13 g of boiling point 30°-45° C./0.005 mbar), 806 g of 2-tert-butyl-4-methylcyclohexyl acetate distilled over at 54°-56° C./0.005 mbar

出典と根拠

ORDレコード
ord-df228c092c3849abbcffd1562b2a24fb
出典データセット
uspto-grants-1988_07
特許番号
US04757051

反応ノート

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