Acetic Acid → 2-Amino-4-chloro-5-(trifluoromethyl)phenol

HRID 2094475노트

반응식

HRID 2094475 반응식
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([OH:12])=[C:4]([N+:13]([O-])=O)[CH:3]=1.C(OCC)(=O)C.C(O)(=O)C>[Fe].O>[NH2:13][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([C:8]([F:11])([F:9])[F:10])=[CH:6][C:5]=1[OH:12]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 668796884-Chloro-2-nitro-5-(trifluoromethyl)phenol

생성물 1

HCID 668804782-Amino-4-chloro-5-(trifluoromethyl)phenol수율 84.4%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매2회

실험 절차

A mixture of 2.3 g of 4-chloro-2-nitro 5-trifluoromethylphenol and 10 ml of ethyl acetate was added dropwise to a mixture, which was heated to 80° C., of 2.6 g of electrolytic iron, 10 ml of acetic acid and 20 ml of water, and then the reaction mixture was stirred for one hour. The mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate. The combined organic layers were washed with water, a saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.7 g of 2-amino-4-chloro-5-trifluoromethylphenol.

후처리

  1. additionwas added dropwise to a mixture, which
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe combined organic layers were washed with water
  4. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8424177f45f747529a84be62afd6b4e7
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445522B2

반응 노트

불러오는 중…