1-Pent-4-enyl-azocan-2-one → 4-(2-Oxo-azocan-1-yl)-butyraldehyde

HRID 10180

反応式

HRID 10180 の反応式
[CH2:1]([N:6]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:7]1=[O:14])[CH2:2][CH2:3][CH:4]=C.I([O-])(=O)(=O)=[O:16].[Na+]>O1CCCC1.O.[Os](=O)(=O)(=O)=O>[O:14]=[C:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:6]1[CH2:1][CH2:2][CH2:3][CH:4]=[O:16]

参加物

6

反応物 2

HCID 219785471-Pent-4-enyl-azocan-2-oneHCID 23667635Sodium periodate

生成物 1

HCID 219785824-(2-Oxo-azocan-1-yl)-butyraldehyde収率 0%

試薬・触媒・溶媒 3

HCID 30318Osmium Tetroxide触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Osmium tetroxide (17 mg, 0.07 mmole) was added to 1-pent-4-enyl-azocan-2-one (5.52 g, 28.3 mmole) in a mixture of tetrahydrofuran (100 mL) and water (50 mL) under ambient water bath cooling. The mixture was stirred for 5 minutes and solid sodium periodate (15.11 g, 70.65 mmole) was added in portions over 15 minutes. The reaction mixture was stirred for 3 hours and filtered. The filtrate was concentrated, saturated with solid sodium chloride, and extracted with methylene chloride. The organic phase was dried (magnesium sulfate) and concentrated. Purification by silica gel chromatography, eluting with chloroform, gave 4-(2-oxo-azocan-1-yl)-butyraldehyde (4.72 μg).

後処理

  1. temperaturecooling
  2. stirringThe reaction mixture was stirred for 3 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated, saturated with solid sodium chloride
  5. extractionextracted with methylene chloride
  6. dry with materialThe organic phase was dried (magnesium sulfate)
  7. concentrationconcentrated
  8. customPurification by silica gel chromatography
  9. washeluting with chloroform

出典と根拠

ORDレコード
ord-42201cf9f09346ee95bb09f0fe591bf4
出典データセット
uspto-grants-2006_08
特許番号
US07094778B2

関連ノート

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