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

HRID 322604

반응식

HRID 322604 반응식
[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

참가 물질

6

반응물 3

HCID 240BenzaldehydeHCID 6101p-Toluenesulfonic acidHCID 78501Dimethylolpropionic acid

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 516892Sodium Bicarbonate용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08c934b3ad7b41c78e673c74fd854371
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211329B1

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