Tetrahydrofuran → HCID 18615581、化合物

HRID 1386040ノート

反応式

HRID 1386040 の反応式
O1CCC[CH2:2]1.[Br:6][C:7]1[CH:8]=[C:9]([CH:16]=[O:17])[C:10]2[O:14][CH2:13][O:12][C:11]=2[CH:15]=1.C[Mg]Br>C(OCCCC)CCC>[Br:6][C:7]1[CH:8]=[C:9]([CH:16]([OH:17])[CH3:2])[C:10]2[O:14][CH2:13][O:12][C:11]=2[CH:15]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 125140976-Bromo-2H-1,3-benzodioxole-4-carbaldehydeHCID 178418573HCID 178418573、化合物

生成物 1

HCID 18615581HCID 18615581、化合物収率 65.4%

試薬・触媒・溶媒 1

HCID 8909Butyl ether溶媒

反応条件

温度
25 °C

実験手順

To 150 mL tetrahydrofuran, was added 6-bromo-benzo[1,3]dioxole-4-carbaldehyde (15 g, 65.4 mmol). To the solution was added a solution of methyl magnesium bromide (1.0 M) in di-n butyl ether (72 mL) followed by exotherm and solid formation. The mixture was stirred at 25° C. for 2.5 hours and evaporated in vacuo to a solid. The mixture was suspended in ethyl acetate washed with 1N citric acid, brine, and dried over anhydrous magnesium sulfate. The mixture was filtered and evaporated to an oil. The oil was induced to crystallize from ethyl acetate and hexane giving a white solid which was filtered and dried in vacuo giving a solid, 10.48 g, 65.4% yield. NMR spectra and elemental analysis were consistent with the structure.

後処理

  1. customevaporated in vacuo to a solid
  2. washwashed with 1N citric acid, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe mixture was filtered
  5. customevaporated to an oil
  6. customto crystallize from ethyl acetate and hexane giving a white solid which
  7. filtrationwas filtered
  8. customdried in vacuo
  9. customgiving a solid, 10.48 g, 65.4% yield

出典と根拠

ORDレコード
ord-dc65bcf231e949b18390d190e6d7a246
出典データセット
uspto-grants-2001_07
特許番号
US06265399B1

反応ノート

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