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Sodium Hydroxide → 3'-Bromo-4'-(2-methylbutyloxy)-4-hydroxybiphenyl

HRID 648869
ノート
印刷プレビュー

反応式

HRID 648869 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:14]2[CH:19]=[CH:18][C:17](S(C3C=CC(C)=CC=3)(=O)=O)=[CH:16][CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH:10]([CH3:13])[CH2:11][CH3:12].[OH-:30].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([C:14]2[CH:19]=[CH:18][C:17]([OH:30])=[CH:16][CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH:10]([CH3:13])[CH2:11][CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 201440033'-Bromo-4'-(2-methylbutyloxy)-4-p-toluenesulfonylbiphenyl

生成物 1

HCID 142048173'-Bromo-4'-(2-methylbutyloxy)-4-hydroxybiphenyl

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3'-bromo-4'-(2-methylbutyloxy)-4-p-toluenesulfonylbiphenyl (40 g) prepared in the above step (iii), a 50% aqueous solution (20 g) of NaOH and ethanol (350 ml) was heated under reflux for 4 hours, followed by distilling off ethanol, adding toluene, further adding 6N hydrochloric acid, separating the resulting liquid layer, washing with water to make the solution neutral, drying and distilling off toluene to obtain a raw product of oily 3'-bromo-4'-(2-methylbutyloxy)-4-hydroxybiphenyl, which was then dissolved in pyridine (200 ml), followed by adding benzoyl chloride (20 g), heating the mixture on a water bath, allowing to stand overnight, adding toluene, washing with 6N hydrochloric acid, washing with water, further washing with an aqueous solution of 2N NaOH, washing with water to make the solution neutral, drying and distilling off toluene to obtain 3'-bromo-4'-(2-methylbutyloxy)-4-biphenylylbenzoate (25 g). M.p.: 93.6° C.

後処理

  1. customprepared in the above step (iii)
  2. temperatureunder reflux for 4 hours
  3. distillationby distilling off ethanol
  4. additionadding toluene
  5. additionfurther adding 6N hydrochloric acid
  6. customseparating the resulting liquid layer
  7. washwashing with water
  8. customdrying
  9. distillationdistilling off toluene

出典と根拠

ORDレコード
ord-07bd1717fd1d4d72a2145bfd5d3bfad1
出典データセット
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04737313

反応ノート

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