Iodoethane → Ethyl 5-tert-butyl-2-ethoxybenzoate

HRID 2425580노트

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HRID 2425580 반응식
C(=O)([O-])[O-].[K+].[K+].I[CH2:8][CH3:9].[C:10]([C:14]1[CH:15]=[CH:16][C:17]([OH:23])=[C:18]([CH:22]=1)[C:19]([OH:21])=[O:20])([CH3:13])([CH3:12])[CH3:11].[CH3:24][C:25](=O)CC>>[C:10]([C:14]1[CH:15]=[CH:16][C:17]([O:23][CH2:8][CH3:9])=[C:18]([CH:22]=1)[C:19]([O:21][CH2:24][CH3:25])=[O:20])([CH3:13])([CH3:11])[CH3:12]

참가 물질

5

반응물 4

HCID 6340IodoethaneHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 852815-(1,1-Dimethylethyl)-2-hydroxybenzoic acid

생성물 1

HCID 57732360Ethyl 5-tert-butyl-2-ethoxybenzoate수율 81%

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온도
80 °C

실험 절차

Potassium carbonate (9.4 g, 68.0 mmol) and iodoethane (3.3 mL, 41.3 mmol) were added to a stirred solution of 5-tert-butyl-2-hydroxy-benzoic acid (1.3 g, 6.8 mmol) in 2-butanone (50 mL). The resulting mixture was heated at 80° C. (oil bath) for 16 h and then allowed to cool. The solution was concentrated and redisolved in methylene chloride. The organic phase was washed with water, brine, and dried over anhydrous magnesium sulfate. The solids were filtered off, and the filtrate was concentrated. Purification of the crude residue by flash chromatography (silica gel, eluting with 5-10% ethyl acetate in hexanes) gave ethyl 5-tert-butyl-2-ethoxy-benzoate (1.2 g, 81%) as a yellow oil.

후처리

  1. temperatureto cool
  2. concentrationThe solution was concentrated
  3. washThe organic phase was washed with water, brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe solids were filtered off
  6. concentrationthe filtrate was concentrated
  7. customPurification of the crude residue
  8. washby flash chromatography (silica gel, eluting with 5-10% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-fd45534f631a49ccb863837824119ab1
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964724B2

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