4-Hydroxybenzoic Acid → Benzoic acid, 4-hydroxy-, 2-methylbutyl ester

HRID 6318

반응식

HRID 6318 반응식
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH3:11][CH:12]([CH2:15][CH3:16])[CH2:13]O.S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:11][CH:12]([CH3:13])[CH2:15][CH3:16])=[O:7])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1354-Hydroxybenzoic AcidHCID 1118Sulfuric AcidHCID 87232-Methyl-1-butanol

생성물 1

HCID 13530949Benzoic acid, 4-hydroxy-, 2-methylbutyl ester수율 83%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

4.0 g of p-hydroxybenzoic acid and 12.5 g of (-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while removing the generated water out from the reaction system. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. The reaction solution was then dried and concentrated, and the concentrate was purified by column chromatography, to obtain 5.0 g of the objective ester compound (liquid state at room temperature, [α]D23 =4.9° (CHCl3)). (Yield: 83%)

후처리

  1. customwhile removing the generated water out from the reaction system
  2. washSubsequently, the reaction solution was washed with water
  3. customto remove sulfuric acid out
  4. customThe reaction solution was then dried
  5. concentrationconcentrated
  6. customthe concentrate was purified by column chromatography

출처 및 근거

ORD 기록
ord-b4a0964d88644cb69fc49099e36ac464
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248446

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