3,4,5-Trimethoxybenzonitrile → HCID 178487380, 화합물

HRID 870531

반응식

HRID 870531 반응식
[CH3:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.C(O)C.C(=O)=O.C([N-]C(C)C)(C)C.[Li+].[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:32]=[C:33]([O:37][CH3:38])[C:34]=1[O:35][CH3:36])[C:30]#[N:31]>O1CCCC1.O>[CH3:38][O:37][C:33]1[CH:32]=[C:29]([C:30]2[N:31]=[C:4]([OH:6])[C:3]3[CH:7]=[CH:8][CH:9]=[N:10][C:2]=3[CH:1]=2)[CH:28]=[C:27]([O:26][CH3:25])[C:34]=1[O:35][CH3:36]

참가 물질

7

반응물 4

HCID 158923,4,5-TrimethoxybenzonitrileHCID 6433732-Methylnicotinic acidHCID 2724682Lithium diisopropylamideHCID 19604758Methanedione--ethanol (1/1)

생성물 1

HCID 178487380HCID 178487380, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

7 g 2-Methyl-nicotinic acid was suspended in 150 mL of tetrahydrofuran, and cooled to −70° C. with a bath of ethanol/dry ice. 80 mL lithium diisopropylamide (2.0 M in tetrahydrofuran/n-heptane/ethylbenzene) was added dropwise over 10 min and the mixture was stirred for 2 h at 0° C. Then it was cooled to −73° C. and a solution of 10 g 3,4,5-trimethoxy-benzonitrile (4.24) in 50 mL tetrahydrofuran was added. Then the reaction mixture was warmed overnight to ambient temperature. 30 mL Water was added and the solvent was distilled off before 200 mL ethyl acetate was added and the precipitate that formed was collected.

후처리

  1. temperatureThen it was cooled to −73° C.
  2. temperatureThen the reaction mixture was warmed overnight to ambient temperature
  3. distillationthe solvent was distilled off before 200 mL ethyl acetate
  4. additionwas added
  5. customthe precipitate that formed
  6. customwas collected

출처 및 근거

ORD 기록
ord-78e6103bd710448bb48c3fe0d82c9112
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969568B2

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