Triethylamine → HCID 70414797, 화합물

HRID 622681노트

반응식

HRID 622681 반응식
C(N(CC)CC)C.ClC(OCC)=O.[CH2:14]([O:16][C:17]1[CH:25]=[C:24]([NH2:26])[C:23]([Cl:27])=[CH:22][C:18]=1[C:19]([OH:21])=O)[CH3:15].[O:28]1[CH2:32][CH2:31][CH2:30][CH:29]1[CH2:33][N:34]1[CH2:39][CH2:38][CH:37]([NH2:40])[CH2:36][CH2:35]1.[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]/[C:44]([OH:46])=[O:45]>O1CCCC1.C(O)C>[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]/[C:44]([OH:46])=[O:45].[O:28]1[CH2:32][CH2:31][CH2:30][CH:29]1[CH2:33][N:34]1[CH2:35][CH2:36][CH:37]([NH:40][C:19](=[O:21])[C:18]2[CH:22]=[C:23]([Cl:27])[C:24]([NH2:26])=[CH:25][C:17]=2[O:16][CH2:14][CH3:15])[CH2:38][CH2:39]1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 444972Fumaric AcidHCID 105366584-Amino-5-chloro-2-ethoxybenzoic acidHCID 167746731-[(Oxolan-2-yl)methyl]piperidin-4-amine

생성물 1

HCID 70414797HCID 70414797, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매2회

실험 절차

Triethylamine (5.6 ml; 0.04 moles) and ethyl chloroformate (3.84 ml; 0.04 moles) were added successively to a stirred suspension of 2-ethoxy-4-amino5-chlorobenzoic acid (8.6 g; 0.04 moles) in anhydrous tetrahydrofuran (300 ml) whilst maintaining the temperature between -5° and -10° C. After stirring at this temperature for 0.5 hours, a solution of 1-(2-tetrahydrofurylmethyl)-4-aminopiperidine (8.0 g; 0.04 moles) in anhydrous tetrahydrofuran (50 ml) was added, the temperature was maintained at -5° to -10° C. for 1 hour and then allowed overnight to reach room temperature. The solvent of the mixture was removed in vacuo, the residue poured into water, extracted with chloroform and the organic layers washed with water. The chloroformic solution was dried (Na2SO4) and the solvent removed in vacuo to give an oil which was treated with the stoichiometric amount of fumaric acid in boiling absolute ethanol. N-[1-(2-Tetrahydrofurylmethyl)-piperid-4-yl]-2-ethoxy-4-amino-5-chlorobenzamide hydrogen fumarate (10.6 g) was thus obtained, m.p. 199°-201° C. (d).

후처리

  1. temperaturewhilst maintaining the temperature between -5° and -10° C
  2. temperaturethe temperature was maintained at -5° to -10° C. for 1 hour
  3. waitallowed overnight
  4. customto reach room temperature
  5. customThe solvent of the mixture was removed in vacuo
  6. additionthe residue poured into water
  7. extractionextracted with chloroform
  8. washthe organic layers washed with water
  9. dry with materialThe chloroformic solution was dried (Na2SO4)
  10. customthe solvent removed in vacuo
  11. customto give an oil which

출처 및 근거

ORD 기록
ord-187fc3d91abd4aa0abfb273f6f36c019
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04772618

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