Hydrochloric Acid → 3,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenol

HRID 363092노트

반응식

HRID 363092 반응식
C([O:9][C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:20]=2)=[C:12]([Cl:33])[CH:11]=1)(=O)C1C=CC=CC=1.[OH-].[K+].Cl>CO>[Cl:16][C:14]1[CH:15]=[C:10]([OH:9])[CH:11]=[C:12]([Cl:33])[C:13]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:20]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 538852383,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenyl benzoate

생성물 1

HCID 538576463,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenol수율 91%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A reaction vessel was charged with 1.36 g of 3,5-dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenyl benzoate and 10 ml of methanol, to which 4.2 g of 10% potassium hydroxide solution was slowly added dropwise under ice cooling. After stirring for 1 hour, the reaction mixture was made weakly acidic by the addition of 10% hydrochloric acid, and extracted twice with 50 ml of diethyl ether under salting out. The combined ether layer was washed with water, dried with anhydrous magnesium sulfate, and concentrated to obtain a crude product. The crude product was subjected to silica gel chromatography, which afforded 0.97 g of 3,5-dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenol (91% yield), m.p. 144.8° C.

후처리

  1. additionwas slowly added dropwise under ice cooling
  2. extractionextracted twice with 50 ml of diethyl ether under salting out
  3. washThe combined ether layer was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customto obtain a crude product

출처 및 근거

ORD 기록
ord-66ac54bfabd64052aed882d2116b4e8d
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872137

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