Methyl iodide → HCID 178496620、化合物

HRID 1506249ノート

反応式

HRID 1506249 の反応式
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH2:3]1.[H-].[Na+].[CH2:18]1OCCOCCOCCOCCOC1.IC>O1CCCC1.CO>[CH3:18][O:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:4][CH2:3]1

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 178418329HCID 178418329、化合物

生成物 1

HCID 178496620HCID 178496620、化合物収率 67%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

tert-Butyl (trans-4-hydroxycyclohexyl)carbamate (1.0 g, 4.6 mmol) in tetrahydrofuran (20 mL) was stirred with sodium hydride (55 wt % dispersion in mineral oil, 24 mg, 6.4 mmol) and 15-crown-5 ether (965 μL) for 30 minutes under cooling with ice and then with iodomethane (289 μL) at room temperature for 1 hour. Methanol (2 mL) was added to the reaction mixture, and the precipitated solid was removed by filtration. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=8/1 (v/v)) to give the title compound (708 mg, yield 67%).

後処理

  1. temperatureunder cooling with ice
  2. customthe precipitated solid was removed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=8/1 (v/v))

出典と根拠

ORDレコード
ord-6b73546813a8493596edb49f86fb9440
出典データセット
uspto-grants-2015_12
特許番号
US09216999B2

反応ノート

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