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

HRID 445289

반응식

HRID 445289 반응식
[C:1]1([CH:7]([CH3:22])[CH2:8][NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH3:22][CH:7]1[C:1]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)=[N:9][CH2:8]1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 24636638N-(2-phenylpropyl)-4-(trifluoromethyl)benzamide

생성물 1

HCID 595364124-Methyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

A 250-mL round-bottomed flask was charged with N-(2-phenylpropyl)-4-(trifluoromethyl)benzamide (5.19 g, 16.9 mmol), phosphorous pentoxide (4.8 g, 33.8 mmol) and toluene (75 mL). The reaction mixture was heated at 110° C. overnight and allowed to cool down to RT. Then it was poured over ice-water and neutralized with NaOH (10%). The organic phase was separated and the aqueous phase was extracted several times with EtOAc. The combined organics were washed with satd. 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. customThe organic phase was separated
  3. extractionthe aqueous phase was extracted several times with EtOAc
  4. washThe combined organics were washed with satd
  5. dry with materialNaHCO3, water, brine and dried over Na2SO4
  6. customThe solvent was removed under vacuum
  7. customthe product used without further purification

출처 및 근거

ORD 기록
ord-8718eb3ae0a34fa1baec7f00e89daf85
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476297B2

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