Sulfuric Acid → Benzoic acid, 2-chloro-4-hydroxy-, 4-pentylphenyl ester

HRID 918551ノート

反応式

HRID 918551 の反応式
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[Cl:13][C:14]1[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:15]=1[C:16](O)=[O:17].S(=O)(=O)(O)O.B(O)(O)O>C1(C)C=CC=CC=1>[Cl:13][C:14]1[CH:22]=[C:21]([OH:23])[CH:20]=[CH:19][C:15]=1[C:16]([O:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:11][CH:10]=1)=[O:17]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 7628Boric AcidHCID 269754-PentylphenolHCID 918212-Chloro-4-hydroxybenzoic acid

生成物 1

HCID 3084934Benzoic acid, 2-chloro-4-hydroxy-, 4-pentylphenyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a suspension of p-pentylphenol (0.15 mole) and 2-chloro-4-hydroxybenzoic acid (0.10 mole) in toluene (500 ml.) is added concentrated sulfuric acid (0.5 g.) and boric acid (0.31 g.) (5 mole percent). The reaction mixture is refluxed for 29 hours under a Dean-Stark trap. The solvent is then removed under reduced pressure and the product is washed with ligroin. The resulting 4-pentylphenyl 2-chloro-4-hydroxybenzoate is recrystallized from an ethanol/water mixture to give 25.6 g., 81% of pure product, m.p. 149°-151°C.

後処理

  1. temperatureThe reaction mixture is refluxed for 29 hours under a Dean-Stark trap
  2. customThe solvent is then removed under reduced pressure
  3. washthe product is washed with ligroin
  4. customThe resulting 4-pentylphenyl 2-chloro-4-hydroxybenzoate is recrystallized from an ethanol/water mixture
  5. customto give 25.6 g

出典と根拠

ORDレコード
ord-57f01a4ad51941caaf854eb1358aa1de
出典データセット
uspto-grants-1976_07
特許番号
US03971824

反応ノート

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