Chloroform → Hydrochloric Acid

HRID 363235

反応式

HRID 363235 の反応式
CC1C=C(N[C:10](=[O:19])CC2C=CC(O)=CC=2)C=C(C)C=1.[OH-:20].[Na+].[C:22]1(=O)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C(Cl)(Cl)[Cl:30]>C1COCC1>[ClH:30].[CH:22]1([C:10]([OH:19])=[O:20])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

参加物

7

反応物 4

HCID 6212ChloroformHCID 7967CyclohexanoneHCID 14798Sodium HydroxideHCID 2763537N-(3,5-dimethylphenyl)-2-(4-hydroxyphenyl)acetamide

生成物 2

HCID 313Hydrochloric AcidHCID 7413Cyclohexanecarboxylic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-(3,5-dimethylphenyl)-4-hydroxyphenylacetamide (3.06 gms, 12 mmol) in THF is treated with 2.4 gms (60 mmol) of NaOH at -20° C. Subsequently 5.889 gms (60 mmol) of cyclohexanone and 4.8 ml (60 mmol) of CHCl3 is added dropwise simultaneously at -20° C. and stirred overnight at room temperature. THF is removed under vacuum and the residue is dissolved in water, followed by acidification with 35% HCl. The precipitated solid is extracted into ether and treated with 6% sodium bicarbonate solution. The aqueous layer on acidification with HCl yields the product 1-(4-(((3,5-dimethylphenyl)amino)carbonyl) methyl)phenoxy] cyclohexanecarboxylic acid (C23H27NO4). The product was purified by repeated extraction into ether and NaHCO3.

後処理

  1. customTHF is removed under vacuum
  2. dissolutionthe residue is dissolved in water
  3. extractionThe precipitated solid is extracted into ether
  4. additiontreated with 6% sodium bicarbonate solution

出典と根拠

ORDレコード
ord-637a7ea676094045b3fcefdd2fa06012
出典データセット
uspto-grants-1999_02
特許番号
US05872282

関連ノート

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