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Ethanol → HCID 67315568, 화합물

HRID 1012575
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HRID 1012575 반응식
[C:1]([O:4][CH2:5][CH2:6][N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][CH:21]=1)[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15])(=[O:3])[CH3:2].C(O)C.[ClH:31].C(O)C.COCCOC>CC(O)C>[ClH:31].[C:1]([O:4][CH2:5][CH2:6][N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][CH:21]=1)[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][CH2:14][CH3:15])[CH2:16][CH2:17][CH3:18])(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 702EthanolHCID 80711,2-DimethoxyethaneHCID 21887872Ethanol hydrochlorideHCID 67314829HCID 67314829, 화합물

생성물 1

HCID 67315568HCID 67315568, 화합물수율 64%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

6.95 g (0.0184 mol) of unpurified [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate (14) synthesized in Example 16 and 50 ml of ethanol were charged in a 300 ml recovery flask. 9.8 g (0.066 mol, 3.6 equivalents) of a 25% hydrochloric acid-ethanol solution was added dropwise to the flask under cooling with ice, the mixture was warmed and stirred at room temperature for two hours. The reaction solution was then concentrated. After the addition of hexane to the residue, the mixture was reconcentrated, thereby obtaining foam-like slightly yellow crystals. After dissolving the crystals in 65 ml of IPA at 70° C., 50 ml of ethylene glycol dimethyl ether was added to the solution at 70° C. After stirring the mixture for one day, the precipitated white crystals were recovered by filtration. The crystals were then washed with ethylene glycol dimethyl ether and dried under reduced pressure, thereby obtaining 5.8 g of [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate hydrochloride (14a) (yield: 64%). [HPLC: 99.0% (HPLC measurement conditions A)] m.p. 105 to 106° C.

후처리

  1. temperatureunder cooling with ice
  2. temperaturethe mixture was warmed
  3. concentrationThe reaction solution was then concentrated
  4. additionAfter the addition of hexane to the residue
  5. customobtaining foam-like slightly yellow crystals
  6. stirringAfter stirring the mixture for one day
  7. filtrationthe precipitated white crystals were recovered by filtration
  8. washThe crystals were then washed with ethylene glycol dimethyl ether
  9. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-6cccd021a24a4f3da9bb00a3f3fa83db
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07977512B2

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