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

HRID 6314

反応式

HRID 6314 の反応式
[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

参加物

6

反応物 4

HCID 1354-Hydroxybenzoic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 2723602(S)-2-methyl-1-butanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-4871f52327694f1cbe2e0f27dd59dbfe
出典データセット
uspto-grants-1993_09
特許番号
US05248446

関連ノート

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