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

HRID 445284ノート

反応式

HRID 445284 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-afa213b03e5f4f7985e4ea61e144a93b
出典データセット
uspto-grants-2013_07
特許番号
US08476297B2

反応ノート

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