Acetic Acid → 3-Phenyl-3-buten-2-one

HRID 12494

反応式

HRID 12494 の反応式
[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

参加物

6

反応物 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 7678PhenylacetoneHCID 8082Piperidine

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7f87a3c0d5dd43838f708ff5bd85a19e
出典データセット
uspto-grants-2010_06
特許番号
US07728018B2

関連ノート

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