Sodium hydride → 7-Methyl-2,3-dihydro-1-benzofuran-3-ol

HRID 469364

반응식

HRID 469364 반응식
[Cl-].[CH3:2][S+](C)(C)=O.[H-].[Na+].[OH:9][C:10]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=[O:13]>C1COCC1>[CH3:18][C:17]1[C:10]2[O:9][CH2:2][CH:12]([OH:13])[C:11]=2[CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 197819Trimethyloxosulphonium chlorideHCID 5227773-Methylsalicylaldehyde

생성물 1

HCID 130130607-Methyl-2,3-dihydro-1-benzofuran-3-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Under a nitrogen atmosphere 0.945 g (7.35 mmol) trimethylsulphoxonium chloride were placed in 20 mL THF, and 0.300 g (7.50 mmol) sodium hydride (55%, suspension in mineral oil) were added batchwise. The reaction mixture was refluxed for 2 h. Then 1.00 g (7.35 mmol) 2-hydroxy-3-methylbenzaldehyde in 20 mL THF were added dropwise to the reaction mixture and it was refluxed overnight. Then PE was added and the suspension obtained was filtered. The filtrate was evaporated down i. vac. and purified by flash chromatography. The fractions containing the product were combined and evaporated down.

후처리

  1. temperatureThe reaction mixture was refluxed for 2 h
  2. temperaturewas refluxed overnight
  3. additionThen PE was added
  4. customthe suspension obtained
  5. filtrationwas filtered
  6. customThe filtrate was evaporated down i
  7. customand purified by flash chromatography
  8. additionThe fractions containing the product
  9. customevaporated down

출처 및 근거

ORD 기록
ord-83e49fa21a4c4926ac8c167607bd148d
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629137B2

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