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

HRID 2052490
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HRID 2052490 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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°-122° 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.

후처리

  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°-122° 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.

출처 및 근거

ORD 기록
ord-5aa545051b2944a0a48e69acc6b0d386
출처 데이터셋
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04185115

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