Hydrochloric Acid → 3-(4-Fluorophenyl)-2,2-dimethylpropanoic acid

HRID 896519ノート

反応式

HRID 896519 の反応式
C([O:3][C:4](=[O:16])[C:5]([CH3:15])([CH3:14])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)C.[OH-].[Na+].Cl>O>[F:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C:5]([CH3:15])([CH3:14])[C:4]([OH:16])=[O:3])=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69423048Ethyl 3-(4-fluorophenyl)-2,2-dimethylpropanoate

生成物 1

HCID 223502093-(4-Fluorophenyl)-2,2-dimethylpropanoic acid収率 87%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3-(4-fluorophenyl)-2,2-dimethyl-propionic acid ethyl ester (10.0 g, 44.6 mmol) and a solution of sodium hydroxide (25 g) in water (110 mL) was heated to reflux for 18 hours. The resulting solution was cooled to room temperature, then was stirred on ice and acidified to about pH 1 with concentrated aqueous hydrochloric acid. The resulting precipitate was collected by filtration, washed thoroughly with water, and dried under vacuum. The solid was stirred in dichloromethane, and the mixture was filtered to remove a residual gelatinous solid. The filtrate was concentrated to provide a pale yellowish solid (7.60 g, 87%) which was used without further purification. 1H NMR (300 MHz, CDCl3) δ7.14 (m, 2H), 6.98 (t, J=8 Hz, 2H), 2.88 (s, 2H), 1.22 (s, 6H). Mass spec (ES−) m/z 195.2 (M−H−, 100%).

後処理

  1. temperatureto reflux for 18 hours
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed thoroughly with water
  4. customdried under vacuum
  5. stirringThe solid was stirred in dichloromethane
  6. filtrationthe mixture was filtered
  7. customto remove a residual gelatinous solid
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-2fe0392df4664d8baabd2319c9f435b3
出典データセット
uspto-grants-2005_07
特許番号
US06919356B2

反応ノート

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