Methyl iodide → Heptanoic acid, 6-oxo-, methyl ester

HRID 628940ノート

反応式

HRID 628940 の反応式
N12CCCN=C1CCCC[CH2:2]2.[O:12]=[C:13]([CH3:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19].IC>CC(C)=O>[O:12]=[C:13]([CH3:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:2])=[O:19]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 988106-Oxoheptanoic acid

生成物 1

HCID 288022Heptanoic acid, 6-oxo-, methyl ester収率 97.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1,8-Diazabicyclo[5.4.0]undec-7-ene (3.4 mL, 22.86 mmol) was added to a solution of 6-oxoheptanoic acid 23 (1.1 g, 7.63 mmol) in acetone (15 mL) at 23° C. After stirring for 15 min iodomethane (2.4 mL, 38.3 mmol) was added. The reaction was stirred for 1 h and then the solvent was removed in vacuo. The residue was purified by flash column chromatography (silica gel, 7:3 hex/EtOAc) to provide 1.18 g (95%) of the methyl ester 24 (see scheme 4).

後処理

  1. additionwas added
  2. customthe solvent was removed in vacuo
  3. customThe residue was purified by flash column chromatography (silica gel, 7:3 hex/EtOAc)

出典と根拠

ORDレコード
ord-07fb0fa9b4c94e7a93d0aed4974726bd
出典データセット
uspto-grants-2016_04
特許番号
US09315486B2

反応ノート

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