Acetic Acid → Benzenenonanoic acid, 4-hydroxy-

HRID 1723413ノート

反応式

HRID 1723413 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:5][CH:4]=1.Br.C(O)(=O)C>O>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 14555669HCID 14555669、化合物

生成物 1

HCID 10422225Benzenenonanoic acid, 4-hydroxy-収率 60.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 55.7 gms 9(4-methoxyphenyl)nonanoic acid, 640 ml 48% HBr and 640 ml acetic acid was refluxed for 7 hours and cooled to room temperature overnight. The solution was diluted with a large excess of water, whereupon a solid precipitated. The solid was filtered off, re-suspended in water, and filtered again. It was dissolved in ether, washed four times with water, and the organic phase was dried over MgSO4 overnight. The drying agent was filtered off and the solvent removed in vacuo to give a solid which was recrystallized from toluene to give 31.8 gms (58%) 9(4-hydroxyphenyl)nonanoic acid, m.p. 103°-5°.

後処理

  1. temperaturewas refluxed for 7 hours
  2. customwhereupon a solid precipitated
  3. filtrationThe solid was filtered off
  4. filtrationfiltered again
  5. dissolutionIt was dissolved in ether
  6. washwashed four times with water
  7. dry with materialthe organic phase was dried over MgSO4 overnight
  8. filtrationThe drying agent was filtered off
  9. customthe solvent removed in vacuo
  10. customto give a solid which
  11. customwas recrystallized from toluene

出典と根拠

ORDレコード
ord-30cda53a75ba4ca38aced03f36913cb1
出典データセット
uspto-grants-1989_08
特許番号
US04861798

反応ノート

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