Ammonium Chloride → 1-Azido-4-[3-(1-piperidinylmethyl)phenoxy]-2-butanol

HRID 2164741노트

반응식

HRID 2164741 반응식
[O:1]1[CH2:3][CH:2]1[CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:10]=[CH:11][CH:12]=1.[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+]>C(O)C>[N:20]([CH2:3][CH:2]([OH:1])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]=1)=[N+:21]=[N-:22]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 544347281-[[3-(2-Oxiranylethoxy]phenyl]methyl]piperidine

생성물 1

HCID 202460071-Azido-4-[3-(1-piperidinylmethyl)phenoxy]-2-butanol수율 101%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 1-[[3-(2-oxiranylethoxy]phenyl]methyl]piperidine (17 g), sodium azide (5.1 g) and ammonium chloride 2.73 g) in 25% aqueous ethanol (200 ml) was refluxed for 6 h and concentrated to ca. 130 ml. The concentrate was diluted with water (50 ml), saturated with potassium carbonate and extracted with isopropanol. The extract was dried and evaporated to give an oil (20 g) which was chromatographed on silica using dichloromethane:ethanol:ammonia (200:8:1) to give the title compound (10.5 g) as a colourless oil.

후처리

  1. concentrationconcentrated to ca. 130 ml
  2. additionThe concentrate was diluted with water (50 ml), saturated with potassium carbonate
  3. extractionextracted with isopropanol
  4. customThe extract was dried
  5. customevaporated

출처 및 근거

ORD 기록
ord-185f89f8ed3742c7b1b78411627379bf
출처 데이터셋
uspto-grants-1985_03
특허 번호
US04507296

반응 노트

불러오는 중…