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

HRID 6314

반응식

HRID 6314 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][C@@H:12]([CH2:15][CH3:16])[CH2:13]O.S(=O)(=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

6

반응물 4

HCID 1354-Hydroxybenzoic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 2723602(S)-2-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 (S)-(-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while the generated water was removed out. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. After the resulting solution was dried and concentrated, 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. customwas removed out
  2. washSubsequently, the reaction solution was washed with water
  3. customto remove sulfuric acid out
  4. customAfter the resulting solution was dried
  5. concentrationconcentrated
  6. customthe concentrate was purified by column chromatography

출처 및 근거

ORD 기록
ord-4871f52327694f1cbe2e0f27dd59dbfe
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248446

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