Acetonitrile → HCID 67496220、化合物

HRID 1628346ノート

反応式

HRID 1628346 の反応式
[C:1](#[N:3])[CH3:2].C([Li])CCC.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][N:20]=1)[C:14](OC)=[O:15]>C1COCC1>[C:1]([CH2:2][C:14]([C:13]1[CH:18]=[CH:19][N:20]=[C:11]([O:10][CH3:9])[CH:12]=1)=[O:15])#[N:3]

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 14223465Methyl 2-methoxyisonicotinateHCID 178418339Butyllithium

生成物 1

HCID 67496220HCID 67496220、化合物収率 43%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

To a 100 ml flask was added 30 ml of THF and acetonitrile (1.41 ml, 26.9 mmole). The mixture was cooled to −78° C. and then n-butyllithium (16.8 ml, 26.9 mmole, 1.6M solution in hexane) was added. The reaction was stirred for 30 minutes at which time 5 ml of a THF solution of methyl 2-methoxyisonicotinate 105.1.A (1.50 g, 9.0 mmole) was added. After 3 hours at −78° C., the reaction mixture was quenched by 1.7 ml of acetic acid, and was warmed to room temperature. The solvent was removed by rotary evaporation and the crude was purified on a silica gel column to give 105.1.B (676 mg, 43% yield) as orange crystals.

後処理

  1. additionwas added
  2. customthe reaction mixture was quenched by 1.7 ml of acetic acid
  3. temperaturewas warmed to room temperature
  4. customThe solvent was removed by rotary evaporation
  5. customthe crude was purified on a silica gel column

出典と根拠

ORDレコード
ord-4942a123e253406c9a242a8200002536
出典データセット
uspto-grants-2014_07
特許番号
US08785468B2

反応ノート

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