Acetic Acid → 3-Phenyl-3-buten-2-one

HRID 1024355

반응식

HRID 1024355 반응식
[C:1]1([CH2:7][C:8](=[O:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=O.N1CCCC[CH2:14]1.CC(O)=O>CO>[C:1]1([C:7](=[CH2:14])[C:8](=[O:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 7678PhenylacetoneHCID 8082Piperidine

생성물 1

HCID 3247973-Phenyl-3-buten-2-one

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

1-Phenyl-propan-2-one (40.8 g) was dissolved in 200 ml of MeOH. Formaline (37%) (79 mL), piperidine (4 ml) and HOAc (4 ml) where added and de reaction was stirred for 3 h at 60° C. The reaction mixture was evaporated to dryness under reduced pressure. The residue was taken up in diethyl ether, and extracted with water. The organic layer was washed with 1M HCl, dried over MgSO4 and evaporated under reduced pressure to yield 36.3 g of a yellow liquid. 1H NMR (400 MHz, CDCl3) δ 2.41 (s, 3H), 5.87 (s, 1H), 6.18 (s, 1H), 7.24-7.40 (m, 5H).

후처리

  1. customThe reaction mixture was evaporated to dryness under reduced pressure
  2. extractionextracted with water
  3. washThe organic layer was washed with 1M HCl
  4. dry with materialdried over MgSO4
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4cbc3d269f8e4475b49876afa34949c9
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722887B2

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