Potassium Cyanide → 3-Cyano-5-phenyltoluene

HRID 2228017노트

반응식

HRID 2228017 반응식
FC(F)(F)S(O[C:7]1[CH:8]=[C:9]([CH3:19])[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=1)(=O)=O.[C-:22]#[N:23].[K+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:22]([C:7]1[CH:8]=[C:9]([CH3:19])[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=1)#[N:23]

참가 물질

5

반응물 2

HCID 9032Potassium CyanideHCID 184745743-Trifluoromethanesulfonyloxy-5-phenyltoluene

생성물 1

HCID 184745443-Cyano-5-phenyltoluene수율 20%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 312751,4-Dioxane용매

실험 절차

A mixture of 3-trifluoromethanesulfonyloxy-5-phenyltoluene (35.6 g; 0.128 mol), tetrakis(triphenylphosphine)palladium (12 g; 0.01 mol) and KCN (15.11 g; 0.23 mol) in dioxan (300 ml) was heated at reflux under argon an atmosphere for 24 hours. After extraction with ether and evaporating, the residue was purified by flash chromatography eluting with petroleum ether/ethyl acetate (84/6) to give 3-cyano-5-phenyltoluene. Yield=20%.

후처리

  1. temperaturewas heated
  2. temperatureat reflux under argon an atmosphere for 24 hours
  3. extractionAfter extraction with ether
  4. customevaporating
  5. customthe residue was purified by flash chromatography
  6. washeluting with petroleum ether/ethyl acetate (84/6)

출처 및 근거

ORD 기록
ord-b84c3575c6fd4e799197193abde849e5
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06414145B1

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