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Sodium Cyanide → HCID 21472371、化合物

HRID 2294978
ノート
印刷プレビュー

反応式

HRID 2294978 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 21472384HCID 21472384、化合物

生成物 1

HCID 21472371HCID 21472371、化合物収率 78%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-810e64a7aab74dc3a12dcca3e1caf571
出典データセット
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05691349

反応ノート

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