tert-Butanol → 4,6-Di-tert-butyl-5-hydroxy-2-methylbenzofuran

HRID 1376987노트

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HRID 1376987 반응식
CS(O)(=O)=O.[C:6]([C:10]1[C:15]2[CH:16]=[C:17]([CH3:19])[O:18][C:14]=2[CH:13]=[CH:12][C:11]=1[OH:20])([CH3:9])([CH3:8])[CH3:7].[C:21](O)([CH3:24])([CH3:23])[CH3:22].[OH-].[Na+]>C(Cl)(Cl)Cl>[C:6]([C:10]1[C:15]2[CH:16]=[C:17]([CH3:19])[O:18][C:14]=2[CH:13]=[C:12]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:11]=1[OH:20])([CH3:9])([CH3:8])[CH3:7]

참가 물질

6

반응물 4

HCID 6386tert-ButanolHCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 234428664-t-Butyl-5-hydroxy-2-methylbenzofuran

생성물 1

HCID 184331674,6-Di-tert-butyl-5-hydroxy-2-methylbenzofuran수율 11.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
0 °C

실험 절차

Methanesulfonic acid (1.2 ml) was added dropwise to a chloroform solution of 4-tert-butyl-5-hydroxy-2-methyl-benzofuran (250 mg, 1.2 mmol) and tert-butyl alcohol (500 mg, 6.0 mmol) under cooling with ice. After stirring at 0° C. for 15 min, the mixture was poured into ice water. The mixture was then neutralized with 1N aqueous sodium hydroxide and subjected to extraction with ethyl acetate. The extracted layer was washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (n-hexane) to afford 4,6-di-tert-butyl-5-hydroxy-2-methylbenzofuran (35 mg) as a pale yellow oil.

후처리

  1. temperatureunder cooling with ice
  2. extractionsubjected to extraction with ethyl acetate
  3. washThe extracted layer was washed with a saturated aqueous solution of sodium hydrogen carbonate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe concentrate was purified by silica gel chromatography (n-hexane)

출처 및 근거

ORD 기록
ord-0c8c794faac44900a4813fde9a9f5d90
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663373

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