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Sodium Cyanide → HCID 21472371, 화합물

HRID 2294978
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HRID 2294978 반응식
[C-]#N.[Na+].[Br:4][C:5]1[CH:19]=[CH:18][C:8]([C:9]([O:11][C:12]2C=CC=[CH:14][CH:13]=2)=[O:10])=[C:7]([OH:20])[CH:6]=1>C(O)CC>[Br:4][C:5]1[CH:19]=[CH:18][C:8]([C:9]([O:11][CH2:12][CH2:13][CH3:14])=[O:10])=[C:7]([OH:20])[CH:6]=1
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참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 21472384HCID 21472384, 화합물

생성물 1

HCID 21472371HCID 21472371, 화합물수율 78%

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

Sodium cyanide was added to a solution of phenyl 4-bromo-2-hydroxybenzoate (1.45 g) in 1-propanol (10 ml). The mixture was heated at reflux for 18 hours. The reaction mixture was cooled to ambient temperature and evaporated. The residue was partitioned between ether and water. The ether phase was separated, dried (MgSO4) and evaporated. The residue was purified by column chromatography on silica gel (Varian Bond Elut S1 silica) using 10% ethyl acetate in pentene as eluent to give n-propyl 4-bromo-2-hydroxybenzoate (1 g), NMR: 1.0(3H,t), 1.72(2H,m), 4.28(2H,t), 7.15(1H,m), 7.24(1H,m), 7.7(1H,d) and 10.7(1H,s).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 hours
  3. customevaporated
  4. customThe residue was partitioned between ether and water
  5. customThe ether phase was separated
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica gel (Varian Bond Elut S1 silica)

출처 및 근거

ORD 기록
ord-810e64a7aab74dc3a12dcca3e1caf571
출처 데이터셋
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05691349

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