Ammonium Chloride → 2,2-Dimethyl-3-hydroxy-3-(3-methyl-pent-1-yne-1-yl)-4-(1,2,4-triazol-1-yl)-butane

HRID 358930

反応式

HRID 358930 の反応式
C([Mg]Br)C.[CH3:5][CH:6]([CH2:9][CH3:10])[C:7]#[CH:8].[CH3:11][C:12]([CH3:22])([C:14](=[O:21])[CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)[CH3:13].[Cl-].[NH4+]>C(OCC)C.ClCCl>[CH3:13][C:12]([CH3:22])([C:14]([OH:21])([C:8]#[C:7][CH:6]([CH3:5])[CH2:9][CH3:10])[CH2:15][N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)[CH3:11]

参加物

7

反応物 4

HCID 25517Ammonium ChlorideHCID 1008773,3-Dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanoneHCID 1367043-Methyl-1-pentyneHCID 178418443HCID 178418443、化合物

生成物 1

HCID 137871212,2-Dimethyl-3-hydroxy-3-(3-methyl-pent-1-yne-1-yl)-4-(1,2,4-triazol-1-yl)-butane

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒3 回HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

10 To a solution of ethyl magnesium bromide (20 ml) of a 3M solution in diethyl ether) in dry diethyl ether (30 ml) under N2 at room temperature was added a solution of 3-methyl-1-pentyne (5 g, 0.06 mol) in diethyl ether (20 ml). The resulting mixture was heated under reflux for 1 hour, and then cooled to 0° C. To this mixture was added slowly a solution of 2,2-dimethyl-4-(1,2,4-triazol-1-yl)-butane-3-one (8.4 g, 0.05 mol) in dry dichloromethane (150 ml), and the mixture stirred for 45 minutes, a gelatinous precipitate formed. Ammonium chloride solution was added to the mixture, and the organic layer separated and washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica eluting with diethyl ether (20-100%) in petrol gave 2,2-dimethyl-3-hydroxy-3-(3-methyl-pent-1-yne-1-yl)-4-(1,2,4-triazol-1-yl)-butane) as a white solid (4.29 g) (mpt=59°-60° C.).

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 1 hour
  3. customa gelatinous precipitate formed
  4. customthe organic layer separated
  5. washwashed with water and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customThe residue was chromatographed on silica eluting with diethyl ether (20-100%) in petrol

出典と根拠

ORDレコード
ord-df759c25482744f88b06d374d8e81863
出典データセット
uspto-grants-1991_03
特許番号
US04999043

関連ノート

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