Methyl chloroformate → 2-Tert-butyl-4-fluorophenyl methyl carbonate

HRID 73976노트

반응식

HRID 73976 반응식
[C:1]([C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].CCN(CC)CC.Cl[C:21]([O:23][CH3:24])=[O:22]>O1CCOCC1>[C:21](=[O:22])([O:23][CH3:24])[O:12][C:6]1[CH:7]=[CH:8][C:9]([F:11])=[CH:10][C:5]=1[C:1]([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 105351102-Tert-butyl-4-fluorophenol

생성물 1

HCID 574702152-Tert-butyl-4-fluorophenyl methyl carbonate수율 59%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 2-tert-butyl-4-fluorophenol (2.63 g, 15.7 mmol) and NEt3 (3.13 mL, 22.5 mmol) in dioxane (45 mL) was added methyl chloroformate (1.27 mL, 16.5 mmol). The mixture was stirred at room temperature for 1 h. The precipitate was removed via filtration. The filtrate was then diluted with water and extracted with ether. The ether extract was washed with water and dried over MgSO4. After removal of solvent, the residue was purified by column chromatography to give 2-tert-butyl-4-fluorophenyl methyl carbonate (2.08 g, 59%). 1H NMR (400 MHz, DMSO-d6) δ 7.24 (dd, J=8.8, 5.4 Hz, 1H), 7.17-7.10 (m, 2H), 3.86 (s, 3H), 1.29 (s, 9H).

후처리

  1. customThe precipitate was removed via filtration
  2. additionThe filtrate was then diluted with water
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washwas washed with water
  6. dry with materialdried over MgSO4
  7. customAfter removal of solvent
  8. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-8e859cf41b0b4bde9cd2285517254e47
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829204B2

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