Methyl iodide → Methyl 6-(benzyloxycarbonyl-methyl-amino)-hexanoate

HRID 604208

反応式

[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:23]I>CN(C)C=O.[Cl-].[Na+].O>[CH2:1]([O:8][C:9]([N:11]([CH3:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

実験手順

Methyl 6-benzyloxycarbonylamino-hexanoate (4.15 g) is dissolved in N,N-dimethylformamide (2.5 mL) and thereto is added sodium hydride (63%) (552 mg) under ice-cooling and the mixture is stirred at the same temperature for 1 hour and thereto is added methyl iodide (1.72 ml), and the mixture is stirred at the same temperature for an additional 2 hours. To the reaction mixture is added a saturated brine, and the mixture is extracted with ethyl acetate, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give methyl 6-(benzyloxycarbonyl-methyl-amino)-hexanoate (2.25 g). MS (m/z): 294 [M+H]+

後処理

temperaturecooling
stirringthe mixture is stirred at the same temperature for an additional 2 hours
extractionthe mixture is extracted with ethyl acetate
washthe organic layer is washed with a saturated brine
dry with materialdried over magnesium sulfate
concentrationconcentrated under reduced pressure
customThe resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード: ord-189708985f1b49d6a34171a5bdda60c2
出典データセット: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07906517B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

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