4-Hydroxybenzoic Acid → 3-Methylpentyl p-hydroxybenzoate

HRID 6317

反応式

HRID 6317 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]([CH2:16][CH3:17])[CH2:13][CH2:14]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][CH2:14][CH2:13][CH:12]([CH3:11])[CH2:16][CH3:17])=[O:7])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 1354-Hydroxybenzoic AcidHCID 1118Sulfuric AcidHCID 641003(S)-(+)-3-Methyl-1-pentanol

生成物 1

HCID 190183233-Methylpentyl p-hydroxybenzoate収率 80.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

13.7 g of p-hydroxybenzoic acid and 11.4 g of (S)-(+)-3-methyl-1-pentanol were refluxed for 10 hours in toluene in the presence of sulfuric acid, while removing out the generated water from the reaction system. Subsequently, the reaction solution was washed with water to remove the sulfuric acid out. The reaction solution was then dried, concentrated, and purified by column chromatography, to obtain 17.8 g of the objective ester compound (liquid state at room temperature ([α]D23 =+7.8° (CHCl3)). (Yield: 80%)

後処理

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

出典と根拠

ORDレコード
ord-9ad13e2b1c894f9687888c893b7a5b06
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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