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Ethyl 2-formylbutanoate → HCID 178437179, 화합물

HRID 2374737
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HRID 2374737 반응식
[Na].Cl.[F:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([NH2:14])=[NH:13])=[CH:6][CH:5]=1.[CH:15]([CH:17]([CH2:23][CH3:24])[C:18](OCC)=O)=[O:16]>C(O)C>[CH2:23]([C:17]1[C:15](=[O:16])[N:13]=[C:12]([CH2:11][CH2:10][C:7]2[CH:6]=[CH:5][C:4]([F:3])=[CH:9][CH:8]=2)[NH:14][CH:18]=1)[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 289299Ethyl 2-formylbutanoateHCID 5360545SodiumHCID 69157575HCID 69157575, 화합물

생성물 1

HCID 178437179HCID 178437179, 화합물수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium (0.23 g) in dry ethanol (10 ml) was treated with 3-(4-fluorophenyl)propionamidine hydrochloride (Int. A108) (1.02 g). Ethyl 2-formylbutyrate (0.72 g) was added and the mixture refluxed for 6 h then maintained at room temperature for a further 24 h. The reaction mixture was concentrated in vacuo, and the residue treated with water and acidified with conc. hydrochloric acid. The white precipitate was filtered off, washed with water and dried in vacuo at 40° C. overnight, to give the title compound, (982 mgs, 80%) 1H-NMR (CDCl3) δ 1.22 (3H, t), 2.52 (2H, q), 2.94 (2H, m), 3.09 (2H, m), 6.96 (2H, m), 7.24 (2H, m), 7.84 (1H, s) and 13.06 (1H, br. s). (APCI+) Found (M+1)=247, C14H15FN2O requires 246.

후처리

  1. temperaturethe mixture refluxed for 6 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additionthe residue treated with water
  4. filtrationThe white precipitate was filtered off
  5. washwashed with water
  6. customdried in vacuo at 40° C. overnight

출처 및 근거

ORD 기록
ord-5bf7e8f3ea234f40be6d351c7324dc6f
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07462620B2

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