Hydrochloric Acid → 4-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-ol

HRID 2220576ノート

反応式

HRID 2220576 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=1[F:13])[CH2:2][CH2:3][CH3:4].[Li]CCCC.[CH2:19]([CH:22]1[CH2:27][CH2:26][CH:25]([CH:28]2[CH2:33][CH2:32][C:31](=[O:34])[CH2:30][CH2:29]2)[CH2:24][CH2:23]1)[CH2:20][CH3:21].Cl>C1COCC1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:31]2([OH:34])[CH2:30][CH2:29][CH:28]([CH:25]3[CH2:26][CH2:27][CH:22]([CH2:19][CH2:20][CH3:21])[CH2:23][CH2:24]3)[CH2:33][CH2:32]2)=[C:8]([F:12])[C:7]=1[F:13])[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 27829391-Butoxy-2,3-DifluorobenzeneHCID 4354185[1,1'-Bicyclohexyl]-4-one,4'-propyl-,HCID 178418339Butyllithium

生成物 1

HCID 589918854-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

31.0 g (0.17 mol) of 1-butoxy-2,3-difluorobenzene are initially introduced in 200 ml of THF, and 100 ml (0.16 mol) of n-BuLi (15% soln. in hexane) are added at −70° C. After 2 h at this temperature, a solution of 35.6 g (0.16 mol) of 4′-propylbicyclohexyl-4-one in 200 ml of THF is metered in, and the batch is stirred for 2.5 h. The reaction mixture is hydrolysed with ice-cooling and acidified using 2 N HCl. The solution is extracted with MTBE, and the combined organic phases are washed with sat. sodium chloride solution and dried using sodium sulfate. The solution is concentrated to dryness, and the crude product (66.3 g of yellow solid) is used directly for the following reaction.

後処理

  1. temperaturecooling
  2. extractionThe solution is extracted with MTBE
  3. washthe combined organic phases are washed with sat. sodium chloride solution
  4. customdried
  5. concentrationThe solution is concentrated to dryness
  6. customthe crude product (66.3 g of yellow solid) is used directly for the following reaction

出典と根拠

ORDレコード
ord-16d624de9cda4318a0367a9c6529983c
出典データセット
uspto-grants-2008_08
特許番号
US07417157B2

反応ノート

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