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

HRID 445289

反応式

HRID 445289 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 595364124-Methyl-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 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.

後処理

  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

出典と根拠

ORDレコード
ord-8718eb3ae0a34fa1baec7f00e89daf85
出典データセット
uspto-grants-2013_07
特許番号
US08476297B2

関連ノート

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