Acetonitrile → HCID 67496220, 화합물

HRID 1628346노트

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HRID 1628346 반응식
[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]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 14223465Methyl 2-methoxyisonicotinateHCID 178418339Butyllithium

생성물 1

HCID 67496220HCID 67496220, 화합물수율 43%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4942a123e253406c9a242a8200002536
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785468B2

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