Methanol → 2-Cyano-2-methyl-7-methoxybenzo[1,4]benzodioxine

HRID 1866211노트

반응식

HRID 1866211 반응식
B(F)(F)F.C[CH2:6][O:7][CH2:8][CH3:9].C([C@@:12]1([C:21]([O:23][CH3:24])=O)[CH2:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[O:13]1)C.C[Si]([C:29]#[N:30])(C)C.[CH3:31]O>O>[C:29]([C:8]1([CH3:9])[O:7][C:6]2[C:17]3[CH:18]=[CH:19][CH:20]=[C:14]([O:13][CH3:31])[C:15]=3[CH:16]=[CH:12][C:21]=2[O:23][CH2:24]1)#[N:30]

참가 물질

6

반응물 4

HCID 887MethanolHCID 8000Boron trifluoride etherateHCID 82115Trimethylsilyl cyanideHCID 57358441Methyl (2s)-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylate

생성물 1

HCID 686197232-Cyano-2-methyl-7-methoxybenzo[1,4]benzodioxine수율 74.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Trifluoroboron etherate (mL, 9.6 mmol) was added to a solution of the product from Step 4 (1.0 g, 4.8 mmol), trimethylsilyl cyanide (2.5 mL, 9.6 mmol) in dichlorormethane (25 mL) cooled in a ice bath. The reaction was kept at 0 C for 1 h and warmed to 25 C over 30 min. Methanol (2.0 mL) was added, followed by addition of water (50 mL). After phase separation and extraction, the crude product was purified by chromatography on silica gel to give 0.73 g (74.8% yield) of the title compound.

후처리

  1. temperaturecooled in a ice bath
  2. temperaturewarmed to 25 C over 30 min
  3. customAfter phase separation and extraction
  4. customthe crude product was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-d725b5b681cc4af7b54f3d28125fe814
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07629372B2

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