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Hydrochloric Acid → (4-(Benzyloxy)pyridin-2-yl)methanamine

HRID 1677558
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HRID 1677558 반응식
C1N2CN3CN(C2)C[N:2]1C3.[I-].[Na+].[CH2:13]([O:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([CH2:27]Cl)[CH:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl>ClCCl.CO.C(OCC)C>[CH2:13]([O:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([CH2:27][NH2:2])[CH:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 4101HexamethylenetetramineHCID 5238Sodium IodideHCID 129385594-(Benzyloxy)-2-(chloromethyl)pyridine

생성물 1

HCID 62291536(4-(Benzyloxy)pyridin-2-yl)methanamine

시약·촉매·용매 3

HCID 887Methanol용매
HCID 3283
Diethyl Ether
용매
HCID 6344Dichloromethane용매

실험 절차

1.5 g (10.78 mmol) of hexamethylenetetramine and then 1.3 g of sodium iodide are added to 2.1 g (8.99 mmol) of 4-(benzyloxy)-2-(chloromethyl)pyridine (described in stage A) in 60 ml of dichloromethane. The reaction medium is heated at reflux for 12 hours and then concentrated under reduced pressure. The residue obtained is taken up in 45 ml of methanol. 7.5 ml (89.90 mmol) of a 12N hydrochloric acid solution are added. The reaction medium is heated at reflux for 16 hours. After addition of ethyl ether, the precipitate obtained is filtered off and then taken up in a saturated aqueous sodium carbonate solution. The aqueous phase is extracted with ethyl acetate, dried over sodium sulfate and then concentrated under reduced pressure. 1.1 g of a beige oil are collected. Mass spectrometry (ES+Mode): MH+=215

후처리

  1. temperatureThe reaction medium is heated
  2. temperatureat reflux for 12 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue obtained
  5. temperatureThe reaction medium is heated
  6. temperatureat reflux for 16 hours
  7. customthe precipitate obtained
  8. filtrationis filtered off
  9. extractionThe aqueous phase is extracted with ethyl acetate
  10. dry with materialdried over sodium sulfate
  11. concentrationconcentrated under reduced pressure
  12. custom1.1 g of a beige oil are collected

출처 및 근거

ORD 기록
ord-f46618eedc9540c388fbb79c6f22fb88
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008321B2

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