Tetrahydrofuran → HCID 18615581, 화합물

HRID 1386040노트

반응식

HRID 1386040 반응식
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

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 125140976-Bromo-2H-1,3-benzodioxole-4-carbaldehydeHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 18615581HCID 18615581, 화합물수율 65.4%

시약·촉매·용매 1

HCID 8909Butyl ether용매

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온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dc65bcf231e949b18390d190e6d7a246
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265399B1

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