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Bromine → HCID 69316420、化合物

HRID 2115154
ノート
印刷プレビュー

反応式

HRID 2115154 の反応式
[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[CH2:15][CH2:14][CH:13]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[Br:23]Br>C(Cl)Cl.ClC1C=CC=CC=1>[Br:23][C:18]1[CH:17]=[C:16]([CH:13]2[CH2:14][CH2:15][CH:10]([CH:7]3[CH2:6][CH2:5][CH:4]([CH2:1][CH2:2][CH3:3])[CH2:9][CH2:8]3)[CH2:11][CH2:12]2)[CH:21]=[CH:20][C:19]=1[OH:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 24408BromineHCID 3107829Phenol, 4-(4'-propyl[1,1'-bicyclohexyl]-4-yl)-

生成物 1

HCID 69316420HCID 69316420、化合物収率 39.6%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 7964Chlorobenzene溶媒

実験手順

4-(4-(4-Propylcyclohexyl)cyclohexyl)phenol (0.5 g) was dissolved in a mixed solvent of methylene chloride (5 ml) and chlorobenzene (1 ml), to which was then added dropwise a solution of bromine (0.28 g) in methylene chloride (2 ml) under ice cooling while stirring. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 30 minutes, added in ice water, and then extracted with methylene chloride. An organic layer was washed with water, rinsed with a sodium thiosulfate aqueous solution, and then dried over anhydrous magnesium sulfate. The methylene chloride solution was concentrated in vacuo and then subjected to isolation and purification by silica gel column chromatography, thereby obtaining a white crystal (0.25 g) of 2-bromo-4-(4-(4-propylcyclohexyl)cyclohexyl)phenol.

後処理

  1. additionAfter completion of the dropwise addition
  2. stirringthe reaction mixture was stirred at room temperature for 30 minutes
  3. extractionextracted with methylene chloride
  4. washAn organic layer was washed with water
  5. washrinsed with a sodium thiosulfate aqueous solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe methylene chloride solution was concentrated in vacuo
  8. customsubjected to isolation and purification by silica gel column chromatography

出典と根拠

ORDレコード
ord-b94c86d56e814276b1f8b237f4271a31
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07435455B2

反応ノート

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