Methanol → Methyl 3-oxocyclohexane-1-carboxylate

HRID 521177

反応式

HRID 521177 の反応式
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:10])=[O:9])[CH2:3]1.[Si](C=[N+]=[N-])(C)(C)[CH3:12].CO>C(OCC)C>[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([O:10][CH3:12])=[O:9])[CH2:3]1

参加物

5

反応物 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 27602523-Oxocyclohexane-1-carboxylic acid

生成物 1

HCID 566099Methyl 3-oxocyclohexane-1-carboxylate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 3-oxocyclohexanecarboxylic acid (1.0 g, 7.0 mmol) in diethyl ether (28 mL) was added dropwise TMS-diazomethane (3.5 mL, 7.0 mmol, 2.0 mL in diethyl ether). MeOH (30 mL) was added and the mixture was maintained at ambient temperature for 30 minutes. The mixture was concentrated in vacuo, and the residue was purified by MPLC on silica gel (using a gradient elution of 0-45% EtOAc/hexanes). Desired fractions were identified, combined, and concentrated in vacuo to afford the title compound.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by MPLC on silica gel (
  3. washa gradient elution of 0-45% EtOAc/hexanes)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-331e63e2801142b8af421c08c9574e82
出典データセット
uspto-grants-2016_05
特許番号
US09328099B2

関連ノート

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