N,N-Dimethylaniline → HCID 69250913、化合物

HRID 2223994ノート

反応式

HRID 2223994 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([F:18])[CH:10]=1.CN(C)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[O:28]1C[CH2:31][CH2:30][CH2:29]1.C(Cl)(=O)C=C>C(C1C(O)=C(CCCC)C=C(C)C=1)CCC.O>[C:29]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:21][O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([F:18])[CH:10]=1)(=[O:28])[CH:30]=[CH2:31]

参加物

7

反応物 4

HCID 949N,N-DimethylanilineHCID 8028TetrahydrofuranHCID 13140Acryloyl chlorideHCID 69251770HCID 69251770、化合物

生成物 1

HCID 69250913HCID 69250913、化合物

試薬・触媒・溶媒 2

HCID 111175752,6-Dibutyl-4-methylphenol触媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

Under a nitrogen atmosphere, 4-(6-hydroxyhexyloxy)-2-fluorobenzoic acid (189 g), N,N-dimethylaniline (133 g) and 2,6-dibutyl-p-cresol (0.80 g) were added to tetrahydrofuran (500 mL). Acrylic acid chloride (100 g) was added dropwise thereto, followed by agitating at 60° C. for 3 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with hydrochloric acid, a saturated sodium hydrogencarbonate aqueous solution and water, and after drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was recrystallized from ethanol to obtain 4-(6-acryloylhexyloxyhexyloxy)-2-fluorobenzoic acid (141 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with hydrochloric acid
  3. dry with materiala saturated sodium hydrogencarbonate aqueous solution and water, and after drying over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-ca72d716246f4bfab9b90c9e30af08c1
出典データセット
uspto-grants-2008_05
特許番号
US07378135B2

反応ノート

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