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p-Toluenesulfonic acid monohydrate → 4-Methoxy-4-(methoxymethyl)cyclohexanone

HRID 922121
ノート
印刷プレビュー

反応式

HRID 922121 の反応式
[CH3:1][O:2][C:3]1([CH2:13][O:14][CH3:15])[CH2:12][CH2:11][C:6]2(OCC[O:7]2)[CH2:5][CH2:4]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O.O>[CH3:1][O:2][C:3]1([CH2:13][O:14][CH3:15])[CH2:4][CH2:5][C:6](=[O:7])[CH2:11][CH2:12]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 712474008-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane

生成物 1

HCID 857431314-Methoxy-4-(methoxymethyl)cyclohexanone

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

13.3 g (61.5 mmol) of the compound from Example 10A were dissolved in 200 ml of acetone and 100 ml of water, 1.87 g (9.84 mmol) of 4-toluenesulphonic acid monohydrate were added and the mixture was stirred at room temperature for two days. The acetone was then distilled off, the aqueous residue was neutralized by addition of sodium bicarbonate and 23.2 g of sodium chloride were added. The mixture was extracted repeatedly with ethyl acetate and the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated. This gave 10.3 g (97% of theory) of the title compound.

後処理

  1. distillationThe acetone was then distilled off
  2. additionthe aqueous residue was neutralized by addition of sodium bicarbonate and 23.2 g of sodium chloride
  3. additionwere added
  4. extractionThe mixture was extracted repeatedly with ethyl acetate
  5. washthe combined organic phases were washed with saturated aqueous sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-5620cb49020c45ec96805aaef14feff6
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278925B2

反応ノート

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