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

HRID 1866211ノート

反応式

HRID 1866211 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d725b5b681cc4af7b54f3d28125fe814
出典データセット
uspto-grants-2009_12
特許番号
US07629372B2

反応ノート

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