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

HRID 363092ノート

反応式

HRID 363092 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-66ac54bfabd64052aed882d2116b4e8d
出典データセット
uspto-grants-1999_02
特許番号
US05872137

反応ノート

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