Water → HCID 12598593、化合物

HRID 1071615ノート

反応式

HRID 1071615 の反応式
[CH3:1][CH:2]([CH3:10])[CH2:3][CH2:4][C:5]([O:7]CC)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O1[CH2:21][CH2:20][CH2:19][CH2:18]1.O.[OH-].[Na+].O1CC[CH2:27][CH2:26]1>C(OCC)C>[CH3:10][CH:2]([CH3:1])[CH:3]([C:18]1[CH:27]=[CH:26][CH:21]=[CH:20][CH:19]=1)[CH2:4][CH2:5][OH:7]

参加物

7

反応物 5

HCID 962Water2 回HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 117477Ethyl 4-methylpentanoateHCID 68718528lithium aluminium hydride THF

生成物 1

HCID 12598593HCID 12598593、化合物収率 42%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Under a nitrogen atmosphere, ethyl 4-methylpentanoate (350 mg) was dissolved in tetrahydrofuran (10 mL) at −78° C., a lithium aluminum hydride/tetrahydrofuran solution (1.0 M, 1.58 mL) was added, and the mixture was stirred. While the temperature of the mixture was naturally returned to room temperature, the mixture was stirred, and after 1.5 hours, water (0.05 mL), a 2N aqueous sodium hydroxide (0.05 mL) and water (0.15 mL) were successively added thereto, and the mixture was stirred. Further, diethyl ether was added thereto, and then the resulting insoluble matters were filtered off and the filtrate was evaporated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate system), to give the title compound as a colorless oil (257 mg, 42%: 2 steps).

後処理

  1. customwas naturally returned to room temperature
  2. stirringthe mixture was stirred
  3. stirringthe mixture was stirred
  4. filtrationthe resulting insoluble matters were filtered off
  5. customthe filtrate was evaporated
  6. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate system)

出典と根拠

ORDレコード
ord-cb47566cf49245fb83e68747abce4840
出典データセット
uspto-grants-2005_06
特許番号
US06906072B1

反応ノート

読み込み中…