Bromine → Methyl 6-bromo-5-oxohexanoate

HRID 1057504ノート

反応式

HRID 1057504 の反応式
[C:1]([CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10]C)=[O:8])(=[O:3])[CH3:2].[Br:12]Br>CO>[Br:12][CH2:2][C:1](=[O:3])[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

参加物

4

反応物 2

HCID 24408BromineHCID 84130Ethyl 5-oxohexanoate

生成物 1

HCID 582216Methyl 6-bromo-5-oxohexanoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Ethyl 4-acetylbutyrate was dissolved in MeOH (0.5M) and cooled to 0° C. Bromine (1.0 eq) was added dropwise and the mixture was stirred at room temperature for 18 hrs. The solvent was removed in vacuo and the residue was dissolved in ether, washed with water, saturated sodium bicarbonate, brine, dried over sodium sulfate. The solvent was removed in vacuo and the residue was purified by flash chromatograpy (7% EtOAc/Hexanes). EI-MS m/z 224 (M+H)+.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in ether
  3. washwashed with water, saturated sodium bicarbonate, brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed in vacuo
  6. customthe residue was purified by flash chromatograpy (7% EtOAc/Hexanes)

出典と根拠

ORDレコード
ord-6f5fcd12af6c4ed4877937219857f1b5
出典データセット
uspto-grants-2003_02
特許番号
US06514964B1

反応ノート

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