Hydrochloric Acid → HCID 178447951、化合物

HRID 641097

反応式

HRID 641097 の反応式
[Mg].Br[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:10][CH3:11])=[C:5]([F:12])[C:4]=1[Cl:13].[CH2:14]([C@H:17]1[CH2:22][CH2:21][C@H:20]([CH2:23][CH2:24][CH:25]2[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]2)[CH2:19][CH2:18]1)[CH2:15][CH3:16].Cl>C1COCC1.C1(C)C=CC=CC=1>[Cl:13][C:4]1[C:5]([F:12])=[C:6]([O:9][CH2:10][CH3:11])[CH:7]=[CH:8][C:3]=1[C:28]1([OH:31])[CH2:27][CH2:26][CH:25]([CH2:24][CH2:23][C@H:20]2[CH2:19][CH2:18][C@H:17]([CH2:14][CH2:15][CH3:16])[CH2:22][CH2:21]2)[CH2:30][CH2:29]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 5462224MagnesiumHCID 534149831-Bromo-2-chloro-4-ethoxy-3-fluorobenzeneHCID 178447952HCID 178447952、化合物

生成物 1

HCID 178447951HCID 178447951、化合物収率 97.8%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
43 °C

実験手順

1.0 g of well dried magnesium and 30 mL of THF were placed in a reactor under nitrogen atmosphere, and heated to 43° C. 10.0 g of 1-bromo-2-chloro-4-ethoxy-3-fluorobenzene (6) dissolved in 20 mL of THF was slowly added dropwise thereto at a temperature range of from 43 to 51° C., followed by stirring for 30 minutes. Thereafter, 21.2 g of 4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexanone (7) dissolved in 20 mL of THF was slowly added dropwise thereto at a temperature range of from 50 to 55° C., followed by stirring for 30 minutes. After cooling the resulting reaction mixture to 25° C., the reaction mixture was mixed with 100 mL of 3N hydrochloric acid and 100 mL of toluene in a vessel and separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with water, a 2N sodium hydroxide aqueous solution, a saturated sodium bicarbonate aqueous solution and water, followed by drying over anhydrous magnesium sulfate. Thereafter, the solvent was removed by distillation under reduced pressure to obtain 16.4 g of 1-(2-chloro-4-ethoxy-3-fluorophenyl)-4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexanol (8). The resulting compound (8) was a yellow solid matter.

後処理

  1. additionwas slowly added dropwise
  2. customof from 43 to 51° C.
  3. additionwas slowly added dropwise
  4. customof from 50 to 55° C.
  5. stirringby stirring for 30 minutes
  6. temperatureAfter cooling
  7. customthe resulting reaction mixture to 25° C.
  8. customseparated into an organic layer
  9. extractionextraction to the organic layer
  10. washwashed with water
  11. dry with materialby drying over anhydrous magnesium sulfate
  12. customThereafter, the solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-8e7e8d7cef4c431a8ab82706fb466c16
出典データセット
uspto-grants-2010_04
特許番号
US07695777B2

関連ノート

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