Sodium Hydroxide → 4,4-Dimethyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline

HRID 445284노트

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HRID 445284 반응식
[CH3:1][C:2]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([CH3:17])[CH2:3][NH:4][C:5](=O)[C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(Cl)(Cl)(Cl)=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:17])[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:5]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=2)=[N:4][CH2:3]1

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 24813Phosphorus oxychlorideHCID 59536430N-(2-methyl-2-phenylpropyl)-4-(trifluoromethyl)benzamide

생성물 1

HCID 595364234,4-Dimethyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

A 100-mL round-bottomed flask was charged with N-(2-methyl-2-phenylpropyl)-4-(trifluoromethyl)benzamide (2.69 g, 8.39 mmol), phosphorus pentaoxide (1.88 g, 16.8 mmol), toluene (40 mL) and phosphorous oxychloride (6.3 mL, 67.1 mmol). The reaction mixture was heated at 110° C. for 16 h and allowed to cool down to RT. Then it was poured over ice-water and neutralized with NaOH (10%). The organic phase was taken and the aqueous phase was extracted several times with EtOAc. The combined organic layers were washed with sat NaHCO3, water, brine and dried over Na2SO4. The solvent was removed under vacuum and the product used without further purification.

후처리

  1. temperatureto cool down to RT
  2. extractionthe aqueous phase was extracted several times with EtOAc
  3. washThe combined organic layers were washed with sat NaHCO3, water, brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed under vacuum
  6. customthe product used without further purification

출처 및 근거

ORD 기록
ord-afa213b03e5f4f7985e4ea61e144a93b
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476297B2

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