Triethylamine → (S)-N-[2-[2,3-Dihydro-6-hydroxy-7-(2-hydroxyethyl)-1H-inden-1-YL]ethyl]propanamide

HRID 324623노트

반응식

HRID 324623 반응식
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:12][CH2:13][OH:14])[C:10]=1[OH:11])[C@H:7]([CH2:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])[CH2:6][CH2:5]2.C(N(CC)CC)C>[C].[Pd].CO>[OH:11][C:10]1[C:9]([CH2:12][CH2:13][OH:14])=[C:8]2[C:4]([CH2:5][CH2:6][C@H:7]2[CH2:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 11068249HCID 11068249, 화합물

생성물 1

HCID 10956802(S)-N-[2-[2,3-Dihydro-6-hydroxy-7-(2-hydroxyethyl)-1H-inden-1-YL]ethyl]propanamide수율 91.2%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

A methanol suspension of (S)-N-[2-(5-bromo-6-hydroxy-7-(2-hydroxyethyl)indan-1-yl)ethyl]propionamide (590 mg, 1.66 mmol.), triethylamine (184 mg, 1.82 mmol.) and 5% palladium-carbon (100 mg) was subjected to catalytic reduction under hydrogen atmosphere. At the time when the calculated volume of hydrogen was absorbed, the catalyst was filtered off. The filtrate was made weakly acidic with dilute hydrochloric acid, followed by extracting the organic matter with a mixture of ethyl acetate:butanol=1.1. The extract solution was dried over anhydrous magnesium sulfate, then the solvent was distilled off under reduced pressure, followed by washing with diethyl ether to afford the title compound (yield 0.42 g, 91%).

후처리

  1. customAt the time when the calculated volume of hydrogen was absorbed
  2. filtrationthe catalyst was filtered off
  3. extractionby extracting the organic matter
  4. additionwith a mixture of ethyl acetate
  5. dry with materialThe extract solution was dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. washby washing with diethyl ether

출처 및 근거

ORD 기록
ord-7e039f65aa3d4d8586ab3dd8ac903b41
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218429B1

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