Benzaldehyde → 5-Methyl-2-phenyl-1,3-dioxane-5-carboxylic acid

HRID 322604

反応式

HRID 322604 の反応式
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:9][CH2:10][C:11]([CH2:16]O)([CH3:15])[C:12]([OH:14])=[O:13].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(=O)([O-])O.[Na+].C(OCC)C>[CH3:15][C:11]1([C:12]([OH:14])=[O:13])[CH2:10][O:9][CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[O:8][CH2:16]1

参加物

6

反応物 3

HCID 240BenzaldehydeHCID 6101p-Toluenesulfonic acidHCID 78501Dimethylolpropionic acid

生成物 1

HCID 7047985-Methyl-2-phenyl-1,3-dioxane-5-carboxylic acid収率 81.8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
40 °C

実験手順

435 g of benzaldehyde and 550 g 2,2-bis(hydroxymethyl)propanoic acid were allowed to react in the presence of a small amount of p-toluenesulphonic acid. The reaction was under stirring carried out at room temperature followed by heating to 40° C. under a low pressure (15 mm Hg). Yielded product was then dissolved in a mixture of 8000 ml aqueous sodium hydrogencarbonate (0.54M) and 2500 ml of diethyl ether. The aqueous phase was now washed with diethyl ether and acidified with 800 g of tartaric acid. The precipitate was collected and washed with water. Obtained product was finally recrystallized from ethanol/ethyl acetate to yield 745 g of 5-methyl-2-phenyl-1,3-dioxane-5-carboxylic acid.

後処理

  1. customcarried out at room temperature
  2. washThe aqueous phase was now washed with diethyl ether
  3. customThe precipitate was collected
  4. washwashed with water
  5. customObtained product was finally recrystallized from ethanol/ethyl acetate

出典と根拠

ORDレコード
ord-08c934b3ad7b41c78e673c74fd854371
出典データセット
uspto-grants-2001_04
特許番号
US06211329B1

関連ノート

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