Propanal → p-Azido-2-methylcinnamaldehyde

HRID 1885047

반응식

HRID 1885047 반응식
[N:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)=[N+:2]=[N-:3].[CH:12](=[O:15])[CH2:13]C.[OH-].[Na+].[CH:18](O)(C)C>O>[N:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:13][CH:12]=[O:15])=[C:6]([CH3:18])[CH:5]=1)=[N+:2]=[N-:3]

참가 물질

6

반응물 4

HCID 527Propanal2회HCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 903854-Azidobenzaldehyde

생성물 1

HCID 86589921p-Azido-2-methylcinnamaldehyde수율 62%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

4-Azidobenzaldehyde (29.42 g, 0.2 mol) and propionaldehyde (12.22 g, 0.2 mol) were dissolved in a solvent mixture of isopropyl alcohol (100 g) and pure water (50 g). Under cooling in an ice bath, sodium hydroxide (2 g) dissolved in pure water (20 g) was added to the solution, and the mixture was stirred for two hours. Propionaldehyde (12.22 g, 0.2 mol) was added again to the mixture, and the resultant mixture was stirred for a further three hours. The formed precipitates were collected through filtration and dried, to thereby yield 23.14 g of p-azido-2-methylcinnamaldehyde as yellow crystals (yield: 62%). The compound thus obtained was identified on the basis of the 1H-NMR measurements shown in Table 1.

후처리

  1. temperatureUnder cooling in an ice bath
  2. additionwas added to the solution
  3. customThe formed precipitates
  4. filtrationwere collected through filtration
  5. customdried

출처 및 근거

ORD 기록
ord-cba7d836589841a992d0f75199a96b65
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06768027B2

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