Hydrochloric Acid → (3-Ethyl-phenylamino)-phenyl-acetic acid hydrochloride

HRID 76985

反応式

HRID 76985 の反応式
Br[CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5]CC)=[O:4].[CH2:14]([C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19])[CH3:15].C(N(C(C)C)C(C)C)C.O.[OH-].[Li+].[ClH:35]>C(#N)C.O1CCOCC1.O>[ClH:35].[CH2:14]([C:16]1[CH:17]=[C:18]([NH:19][CH:2]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:3]([OH:5])=[O:4])[CH:20]=[CH:21][CH:22]=1)[CH3:15]

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 114753-EthylanilineHCID 81531DiisopropylethylamineHCID 97780Ethyl bromophenylacetateHCID 168937Lithium hydroxide, monohydrate

生成物 1

HCID 67425860(3-Ethyl-phenylamino)-phenyl-acetic acid hydrochloride収率 86%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

Ethyl 2-bromo-2-phenylacetate (0.29 mL, 1.64 mmol), 3-ethylaniline (0.31 mL, 2.47 mmol), and N-ethyl-N-isopropylpropan-2-amine (0.43 mL, 2.47 mmol) are dissolved in acetonitrile (5 mL) and stirred under MW irradiation at 100° C. for 1 hour (Conversion complete by UPLC/MS-UV). Lithium hydroxide hydrate (207 mg, 4.94 mmol) and water (3 mL) are added and the mixture is stirred at RT for 16 hours. 4M HCl in dioxane is added until pH 1 and the solvents are evaporated. The residue is suspended in water, sonicated, cooled at 0° C. and filtered under suction. The recovered white solid is dried under vacuum at 40° C. overnight (414 mg, 86% yield).

後処理

  1. stirringthe mixture is stirred at RT for 16 hours
  2. customthe solvents are evaporated
  3. customsonicated
  4. temperaturecooled at 0° C.
  5. filtrationfiltered under suction
  6. customThe recovered white solid is dried under vacuum at 40° C. overnight (414 mg, 86% yield)

出典と根拠

ORDレコード
ord-22f063fc9f8c4f459d3047c86dc9734e
出典データセット
uspto-grants-2014_09
特許番号
US08835682B2

関連ノート

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