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

HRID 472899
ノート
印刷プレビュー

反応式

HRID 472899 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒
HCID 3283
Diethyl Ether
溶媒
HCID 6344Dichloromethane溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-7032dbaac34b4c3c873ed494786a6918
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08633216B2

反応ノート

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