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

HRID 918551노트

반응식

HRID 918551 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-57f01a4ad51941caaf854eb1358aa1de
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03971824

반응 노트

불러오는 중…