Acetyl chloride → 4-Fluoro-3-methylphenyl acetate

HRID 510908노트

반응식

HRID 510908 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].C(N(CC)CC)C.[C:17](Cl)(=[O:19])[CH3:18]>C(Cl)Cl>[C:17]([O:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([CH3:9])[CH:4]=1)(=[O:19])[CH3:18]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 27373944-Fluoro-3-methylphenol

생성물 1

HCID 679691964-Fluoro-3-methylphenyl acetate수율 100.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 4-fluoro-3-methylphenol (3.0 g, 23 mmol) and methylene chloride (96 mL) was cooled to 0° C. in an ice bath. Triethylamine (4.9 mL, 35 mmol) was introduced to the solution followed by dropwise addition of acetyl chloride (2.3 mL, 33 mmol). The ice bath was removed and the mixture was stirred for 1 hour. The mixture was then extracted with methylene chloride and washed with 0.5 N HCl, saturated sodium bicarbonate and brine. The extracts were dried over sodium sulfate, filtered and evaporated to give 4-fluoro-3-methylphenyl acetate (3.9 g, quantitative). 1H NMR (400 MHz, CDCl3): δ 7.00 (m, 1H), 6.87 (m, 2H), 2.29 (m, 6H).

후처리

  1. customThe ice bath was removed
  2. extractionThe mixture was then extracted with methylene chloride
  3. washwashed with 0.5 N HCl, saturated sodium bicarbonate and brine
  4. dry with materialThe extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-43e48d2b1ae14d639d1caaac4ef8ae6f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096600B2

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