Diethyl Ether → Benzeneacetic acid, 4-chloro-alpha-(1-methylethyl)-

HRID 443862

반응식

HRID 443862 반응식
[CH:1]([CH:4]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[C:5](Cl)=[O:6])([CH3:3])[CH3:2].C([NH+](CC)CC)C.CC[O:24]CC>>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([CH:4]([CH:1]([CH3:3])[CH3:2])[C:5]([OH:24])=[O:6])=[CH:9][CH:10]=1

참가 물질

4

반응물 3

HCID 3283Diethyl EtherHCID 1385867TriethylammoniumHCID 41780012-(4-Chlorophenyl)-3-methylbutanoyl chloride

생성물 1

HCID 16197Benzeneacetic acid, 4-chloro-alpha-(1-methylethyl)-

실험 절차

A solution was prepared by admixing 3.0 grams (0.014 mole) of 6-(phenoxy)picolinalcohol, 3.5 grams (0.015 mole) of 2-isopropyl-2-(4-chlorophenyl)acetic acid chloride 10 milliliters of triethylammonium and 100 milliliters of dry ether. The reaction mixture was agitated at room temperature for 1 hour. The resulting reaction product mixture was successively washed with dilute hydrochloric acid, dilute sodium hydroxide, dried over anhydrous magnesium sulfate, filtered through silica gel and concentrated to give 5.3 grams of the desired 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-phenoxy-2-pyridinyl)methyl ester. The product, a viscous yellow oil, had a refractive index of 1.5664 and the structure of the product was confirmed by NMR. Upon analysis, the product was found to have carbon, hydrogen and nitrogen contents of 68.83, 5.19 and 3.10 percent, respectively, as compared with the theoretical contents of 69.78, 5.60 and 3.54 percent, respectively, as calculated for the above named compounds (Compound No. 2).

후처리

  1. customA solution was prepared
  2. customThe resulting reaction product mixture
  3. washwas successively washed with dilute hydrochloric acid, dilute sodium hydroxide
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered through silica gel
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f5828290e624466a9eb10152cffb7030
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04262001

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