Acetic Acid → HCID 178447914、化合物

HRID 2039354ノート

反応式

HRID 2039354 の反応式
C([O:3][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11]2)=[C:6]([F:19])[C:5]=1[F:20])C.Br.C(O)(=O)C.O>C1(C)C=CC=CC=1>[F:20][C:5]1[C:6]([F:19])=[C:7]([C@H:10]2[CH2:11][CH2:12][C@H:13]([CH2:16][CH2:17][CH3:18])[CH2:14][CH2:15]2)[CH:8]=[CH:9][C:4]=1[OH:3]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 962WaterHCID 178447912HCID 178447912、化合物

生成物 1

HCID 178447914HCID 178447914、化合物収率 92.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
30 °C

実験手順

1-Ethoxy-2,3-difluoro-4-(trans-4-propylcyclohexyl)benzene (5) (50.0 g), 48% hydrobromic acid (44.8 g), and glacial acetic acid (250 ml) were put in a reaction vessel, and stirred under reflux for 64 hours. After completion of the reaction had been confirmed by means of gas chromatographic analysis, the reaction mixture was cooled to 30° C. Water (500 ml) and toluene (500 ml) were added to the solution obtained, and mixed. Then, the mixture was allowed to stand until it had separated into an organic phase and an aqueous phase, and an extractive operation into an organic phase was carried out. The organic phase obtained was fractionated, washed with brine, and dried over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure, and the residue obtained was purified by recrystallization from heptane and dried, giving 41.8 g of 2,3-difluoro-4-(trans-4-propylcyclohexyl)phenol (6). The yield based on the compound (5) was 92.9%.

後処理

  1. temperatureunder reflux for 64 hours
  2. customobtained
  3. additionmixed
  4. customhad separated into an organic phase
  5. customThe organic phase obtained
  6. washwashed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was then distilled off under reduced pressure
  9. customthe residue obtained
  10. customwas purified by recrystallization from heptane
  11. customdried

出典と根拠

ORDレコード
ord-90ef225b18d840f5ae325b5f0d4cdcb0
出典データセット
uspto-grants-2013_11
特許番号
US08580142B2

反応ノート

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