Hydrochloric Acid → N-(2,2-Diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxyphenoxy)propylamine, hydrochloride

HRID 229120노트

반응식

HRID 229120 반응식
[C:1]1([CH:7]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:8][N:9]([CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([O:34]C)=[O:33])[CH:27]=2)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[C:12]=2[Cl:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO.O>[ClH:21].[C:36]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][N:9]([CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([OH:34])=[O:33])[CH:27]=2)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:20])[F:19])[C:12]=2[Cl:21])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 577571333-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-2,2-diphenylethyl-amino]-propoxy}-benzoic acid methyl ester

생성물 1

HCID 68861721N-(2,2-Diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxyphenoxy)propylamine, hydrochloride수율 81.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

A solution of N-(2,2-diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxyphenoxy)propylamine (65 mg, 0.11 mmol) in MeOH (5 mL), H2O (1 mL), and 2.5N NaOH (0.5 mL) was heated at 50° C. for 3 h. The reaction was cooled, diluted with H2O, acidified with 3N HCl to pH=4, and extracted with EtOAc. The extracts were dried and the solvent removed. The residue was dissolved in Et2O and treated with 4N HCl in dioxane. The precipatated solid was filtered, washed with Et2O, dried, and concentrated to yield the titled compound (27 mg, 42%). MS (ESI) 569 (M+H+).

후처리

  1. temperatureThe reaction was cooled
  2. extractionextracted with EtOAc
  3. customThe extracts were dried
  4. customthe solvent removed
  5. dissolutionThe residue was dissolved in Et2O
  6. additiontreated with 4N HCl in dioxane
  7. filtrationThe precipatated solid was filtered
  8. washwashed with Et2O
  9. customdried
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4ffedcba687b4f168dd7a6ec750a5d3a
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560586B2

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