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

HRID 76985

반응식

HRID 76985 반응식
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]

참가 물질

9

반응물 5

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-22f063fc9f8c4f459d3047c86dc9734e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835682B2

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