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Acetic Acid → 4-({[4-(Tridecyloxy)phenyl]methyl}amino)benzoic acid

HRID 1703085
ノート
印刷プレビュー

反応式

HRID 1703085 の反応式
[CH2:1]([O:14][C:15]1[CH:33]=[CH:32][C:18]([CH2:19][NH:20][C:21]2[CH:31]=[CH:30][C:24]([C:25]([O:27]CC)=[O:26])=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[K+].C(O)C.O.C(O)(=O)C>O>[CH2:1]([O:14][C:15]1[CH:33]=[CH:32][C:18]([CH2:19][NH:20][C:21]2[CH:31]=[CH:30][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 13079677Ethyl 4-({[4-(tridecyloxy)phenyl]methyl}amino)benzoateHCID 19096565Water ethanol

生成物 1

HCID 130796764-({[4-(Tridecyloxy)phenyl]methyl}amino)benzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A mixture of 7.0 g. of ethyl p-[(p-tridecyloxybenzyl)amino]benzoate (prepared as described in Example 22), 7.0 g. of potassium hydroxide and 150 ml. of ethanol-water (9:1) is refluxed for 3.5 hours. The solution is acidified while hot, diluted with water, filtered and the solid washed with water to give white crystals, m.p. 110°-113° C. and 145°-150° C. The solid is heated with 200 ml. of glacial acetic acid and the solution chilled and filtered to give crystals, m.p. 110°-112° C. and 155°-160° C. The filtrate is diluted with water to give white crystals (pure by TLC) m.p. 108°-112° C. and 150°-155° C. The first crop of crystals is slurried in 75 ml. of acetone, filtered and the filtrate chilled and filtered. The filtrate is diluted with water to give white crystals (pure by TLC). The two crops pure by TLC are combined, dried in vacuo to give white crystals, m.p. 110°-112° C. and 155°-160° C.

後処理

  1. additionA mixture of 7.0 g
  2. filtrationfiltered
  3. washthe solid washed with water
  4. customto give white crystals, m.p. 110°-113° C. and 145°-150° C
  5. temperatureThe solid is heated with 200 ml
  6. filtrationfiltered
  7. customto give crystals, m.p. 110°-112° C. and 155°-160° C
  8. customto give white crystals (pure by TLC) m.p. 108°-112° C. and 150°-155° C
  9. filtrationof acetone, filtered
  10. temperaturethe filtrate chilled
  11. filtrationfiltered
  12. additionThe filtrate is diluted with water
  13. customto give white crystals (pure by TLC)
  14. customdried in vacuo
  15. customto give white crystals, m.p. 110°-112° C. and 155°-160° C.

出典と根拠

ORDレコード
ord-6b0fc60352e44f62b5401c677a5ad191
出典データセット
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04350822

反応ノート

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