Triethylamine → (6-Phenoxy-2-pyridyl)methyl 2-(2-napthyl)-3-methyl-butanoate

HRID 27698ノート

反応式

HRID 27698 の反応式
[O:1]([C:8]1[N:13]=[C:12]([CH2:14][OH:15])[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][C:24]=1[CH:33]([CH:37]([CH3:39])[CH3:38])[C:34](O)=[O:35]>CCOCC>[CH:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][C:24]=1[CH:33]([CH:37]([CH3:39])[CH3:38])[C:34]([O:15][CH2:14][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[N:13]=1)=[O:35]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 128791556-Phenoxy-2-pyridinemethanolHCID 139522283-Methyl-2-(naphthalen-2-yl)butanoic acid

生成物 1

HCID 23341821(6-Phenoxy-2-pyridyl)methyl 2-(2-napthyl)-3-methyl-butanoate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a stirred solution of (6-phenoxy-2-pyridyl)methanol (0.2 g, 0.99 mmol) and triethylamine (0.14 g, 1.38 mmol) in ether (about 15 ml), under nitrogen, is added by syringe a solution of the acid chloride of 2-(2-naphthyl)-3-methylbutanoic acid (1.5 mmol) in ether. The mixture is stirred for 30 minutes and then quenched with saturated aqueous sodium bicarbonate. The ether phase is washed with aqueous sodium bicarbonate, water and brine and filtered through silica. Evaporation of solvent, followed by thin layer chromatography using a circular chromatograph, eluting with 20% ether/hexane, gives (6-phenoxy-2-pyridyl)methyl 2-(2-napthyl)-3-methyl-butanoate, MS m/e 411(M+).

後処理

  1. customquenched with saturated aqueous sodium bicarbonate
  2. washThe ether phase is washed with aqueous sodium bicarbonate, water and brine
  3. filtrationfiltered through silica
  4. customEvaporation of solvent
  5. washeluting with 20% ether/hexane

出典と根拠

ORDレコード
ord-21ee06759d834d7491dd59f80584af11
出典データセット
uspto-grants-1980_09
特許番号
US04223033

反応ノート

読み込み中…