Toluene → 2-(3-Hydroxyphenoxy)-6-(trifluoromethyl)benzonitrile

HRID 354094ノート

反応式

HRID 354094 の反応式
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[OH-].[K+].Cl[C:12]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[C:13]=1[C:14]#[N:15].C1(C)C=CC=CC=1>CN1CCCC1=O.O>[C:14]([C:13]1[C:16]([C:20]([F:21])([F:22])[F:23])=[CH:17][CH:18]=[CH:19][C:12]=1[O:2][C:1]1[CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)#[N:15]

参加物

7

反応物 4

HCID 1140TolueneHCID 5054ResorcinolHCID 14797Potassium HydroxideHCID 108674572-Chloro-6-(trifluoromethyl)benzonitrile

生成物 1

HCID 129718822-(3-Hydroxyphenoxy)-6-(trifluoromethyl)benzonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
62.5 °C

実験手順

Resorcinol [44.0 g (0.4 mol)] is partly dissolved in 170 ml of N-methylpyrrolidone, and potassium hydroxide [min. 85% pure; 34.5 g (0.52 mol)] and then 2-chloro-6-(trifluoromethyl)benzonitrile [20.5 g (0.1 mol)] are added. The mixture is stirred at 60-65° C. for 2.5 h. After addition of 300 ml of toluene and 400 ml of water, the aqueous phase is separated off and extracted once more with 300 ml of toluene. The combined organic phases are dried over MgSO4 and, after filtration, concentrated. Digestion of the oily residue with 150 ml of water, filtration and drying affords pale brownish crystals.

後処理

  1. customthe aqueous phase is separated off
  2. extractionextracted once more with 300 ml of toluene
  3. dry with materialThe combined organic phases are dried over MgSO4
  4. filtrationafter filtration
  5. concentrationconcentrated
  6. filtrationDigestion of the oily residue with 150 ml of water, filtration
  7. customdrying
  8. customaffords pale brownish crystals

出典と根拠

ORDレコード
ord-2945f618b9dd40b1844272a909f19fa1
出典データセット
uspto-grants-2004_06
特許番号
US06756409B2

反応ノート

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