3-(Dimethylamino)-2-propenal → HCID 178467801, 화합물

HRID 406520

반응식

HRID 406520 반응식
[F:1][B-:2]([F:5])([F:4])[F:3].[NH+]1C=CC=CC=1.[CH3:12][N:13]([CH3:19])/[CH:14]=[CH:15]/[C:16](=[O:18])[CH3:17].[CH3:20][N:21]([CH3:26])[CH:22]=[CH:23][CH:24]=O>C(OC(=O)C)(=O)C.C(O)(=O)C>[F:1][B-:2]([F:5])([F:4])[F:3].[CH3:12][N:13]([CH3:19])[CH:14]=[C:15]([C:16](=[O:18])[CH3:17])[CH:24]=[CH:23][CH:22]=[N+:21]([CH3:26])[CH3:20]

참가 물질

5

반응물 3

HCID 791253-(Dimethylamino)-2-propenalHCID 5369152trans-4-(Dimethylamino)-3-buten-2-oneHCID 11019233505-07-7

생성물 1

HCID 178467801HCID 178467801, 화합물수율 96%

시약·촉매·용매 1

HCID 21895370AcOH AcOAc용매

반응 조건

온도
0 °C

실험 절차

Pyridinium tetrafluoroborate (2.21 g, 13.3 mmol) was added to a solution of (3E)-4-(dimethylamino)-3-buten-2-one (1.54 ml, 13.3 mmol) in 13.5 ml acetic anhydride/acetic acid (2:1). The resulting suspension was cooled to 0° C. and 3-dimethylaminoacroleine (1.33 ml, 13.3 mmol) was added over a period of 1 h under vigorous stirring and cooling with an ice bath receiving a red-brown precipitate. The cool reaction mixture was filtered and the remaining solid was washed with diethylether several times and dried under reduced pressure. The pentamethinium salt was obtained as orange crude product (2.69 g, 96%) and was used without any further purification.

후처리

  1. temperaturecooling with an ice bath
  2. customThe cool reaction mixture
  3. filtrationwas filtered
  4. washthe remaining solid was washed with diethylether several times
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-cd552ca6e27549e988c610e8cce96ebb
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754111B2

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