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Hydrochloric Acid → HCID 22375175、化合物

HRID 1956091
ノート
印刷プレビュー

反応式

HRID 1956091 の反応式
[CH2:1]([CH:6]1[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[H-].[Na+].Br[CH2:22][C:23]1([CH2:29][CH3:30])OCCC[O:24]1.BrCC(=O)CC.Cl>C1COCC1.C1(C)C=CC=CC=1.CN(C=O)C>[CH2:1]([CH:6]1[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][CH:15]([O:18][CH2:22][C:23](=[O:24])[CH2:29][CH3:30])[CH2:14][CH2:13]2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 131561-Bromo-2-butanoneHCID 24758Sodium hydrideHCID 31262334'-Pentyl(1,1'-bicyclohexyl)-4-olHCID 22375208HCID 22375208、化合物

生成物 1

HCID 22375175HCID 22375175、化合物収率 65%

試薬・触媒・溶媒 3

HCID 1140
Toluene
溶媒
2 回
HCID 6228Dimethylformamide溶媒
HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A solution of 25.2 g (0.1 mol) of 4-(4-pentylcyclohexyl) cyclohexanol in 50 ml of THF was added dropwise to a mixture of 5.2 g (0.11 mol) of sodium hydride and 20 ml of THF at a temperature of lower than 10° C. Then, 50 ml of DMF was further added and stirred for 1 hour at a room temperature. While keeping inside of the reaction system at a temperature of lower than 0°C., a solution of 21 g (0.1 mol) of 2-bromomethyl-2-ethyl-1,3-dioxane derived from commercially available 1-bromo-2-butanone in 50 ml of THF was added dropwise, and stirred for 2 hours at a room temperature and then for 2 hours at 50° C. This solution was added with 50 ml of 6N hydrochloric acid, stirred for 1 hour at 50° C., added with 200 ml of toluene, and extracted. The organic layer was washed once with an aqueous solution saturated with potassium carbonate and twice with water, and dried over anhydrous magnesium sulfate. After the anhydrous magnesium sulfate was separated, the solvent was distilled off under a reduced pressure, and the residue thus obtained was subjected to a silica gel column chromatography (eluate: toluene) to obtain 20.9 g (yield 65%) of 4-(4-pentylcyclohexyl)-(2-oxobutyloxy)cyclohexane.

後処理

  1. customlower than 0°C.
  2. additionwas added dropwise
  3. stirringstirred for 2 hours at a room temperature
  4. waitfor 2 hours at 50° C
  5. stirringstirred for 1 hour at 50° C.
  6. extractionextracted
  7. washThe organic layer was washed once with an aqueous solution saturated with potassium carbonate and twice with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customAfter the anhydrous magnesium sulfate was separated
  10. distillationthe solvent was distilled off under a reduced pressure
  11. customthe residue thus obtained

出典と根拠

ORDレコード
ord-ec550bf550a44a51be783b946cc4f55d
出典データセット
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05779936

反応ノート

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