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Water → 4-(3-Methoxyphenyl)-3,3-dimethylbutanoic acid

HRID 1274162
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HRID 1274162 반응식
C([CH:3]([C:9]([CH3:20])([CH3:19])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[C:4]([O:6]CC)=[O:5])#N.[OH-].[K+].O>C=C>[CH3:19][C:9]([CH3:20])([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[CH2:3][C:4]([OH:6])=[O:5]
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참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22120417Ethyl 2-cyano-3,3-dimethyl-4-(3-methoxyphenyl)butanoate

생성물 1

HCID 221204124-(3-Methoxyphenyl)-3,3-dimethylbutanoic acid수율 90.9%

시약·촉매·용매 1

HCID 6325Ethylene용매

실험 절차

A solution of ethyl 2-cyano-3,3-dimethyl-4-(3-methoxyphenyl)butanoate (9.0 g, 0.033 mol) and KOH (9.2 g, 0.163 mol) in ethylene gylcol (100 mL) was heated at 180° C. for 2 days. The solution was cooled to room temperature, poured into water (200 mL) and extracted with ether (100 mL). The organic layer was separated, dried (MgSO4) and evaporated to afford the acid (6.7 g, 0.03 mol)as brown oil, which was used without further purification. 1H NMR (360 MHz, CDCl3) δ 1.06 (6H, s), 2.24 (2H, s), 2.66 (2H, s), 3.81 (3H, s), 6.74-6.79 (3H, m), 7.19 (1H, t, J=8.1 Hz). MS (ES+) 223 (M+1).

후처리

  1. extractionextracted with ether (100 mL)
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. customevaporated

출처 및 근거

ORD 기록
ord-7a78b9be9a2842d08d03c6f835c27800
출처 데이터셋
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06156761

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