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Water → 3-[3'-(3-Heptyl-1-methylureido)biphenyl-4-yl]acrylic acid

HRID 250821
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HRID 250821 반응식
[OH-].[Na+].[CH2:3]([NH:10][C:11](=[O:33])[N:12]([C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH:26]=[CH:27][C:28]([O:30]CC)=[O:29])=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].O1CCCC1.CO.O>C(O)(=O)C>[CH2:3]([NH:10][C:11](=[O:33])[N:12]([C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH:26]=[CH:27][C:28]([OH:30])=[O:29])=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 67272510Ethyl 3-[3'-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate

생성물 1

HCID 672720643-[3'-(3-Heptyl-1-methylureido)biphenyl-4-yl]acrylic acid수율 82%

시약·촉매·용매 1

HCID 176
Acetic Acid
용매

실험 절차

1.6 g (40 mmol, 10 eq) of sodium hydroxide are added to a solution of 1.69 g (4.0 mmol, 1 eq) of ethyl 3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate in 30 ml of 9/1 tetrahydrofuran/methanol. The reaction mixture is stirred for one hour at room temperature. The reaction is stopped by addition of 20 mL of water and 5 mL of acetic acid and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). The oil obtained is crystallized from Heptane/ethyl acetate. 1.29 g of 3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylic acid in the form of white crystals are obtained. (m.p.=125-126° C.) Yield=82%

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customThe solvents are evaporated off
  4. customthe residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate)
  5. customThe oil obtained
  6. customis crystallized from Heptane/ethyl acetate

출처 및 근거

ORD 기록
ord-3d15c51711a4483a9fa83de046c75a5c
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863332B2

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