Carbon Dioxide → 2,6-Dimethoxybenzoic Acid

HRID 231355

반응식

HRID 231355 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[CH:4]=1.CN(C)CCN(C)C.C([N-]CC)C.[K+].[C:25](=[O:27])=[O:26]>C(N(CC)CC)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[C:25]([OH:27])=[O:26]

참가 물질

7

반응물 4

HCID 280Carbon DioxideHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 90251,3-DimethoxybenzeneHCID 12552075Potassium diethylamide

생성물 1

HCID 151092,6-Dimethoxybenzoic Acid수율 69%

시약·촉매·용매 2

HCID 962Water용매HCID 8471Triethylamine용매2회

실험 절차

A solution of 1,3-dimethoxybenzene (12.06 g.) and tetramethylethylenediamine (15 ml.) in triethylamine (20 ml.) was added to the potassium diethylamide reaction mixture and stirred for two hours. The entire mixture, a gray suspension, was poured into a 1-liter beaker containing crushed dry ice (456 g.) with the aid of 35 ml of added triethylamine and was allowed to warm to room temperature. The contents of the beaker were transferred into a 1-liter flask with the aid of some water. All volatile components were removed by a rotary evaporator. The solid remaining in the flask was partitioned between diethyl ether (30 ml.) and water, which was extracted with diethyl ether (four times, 30 ml.). The aqueous layer was acidified with concentrated hydrochloric acid to a pH of 1. The resultant precipitate was collected by filtration, water-washed and air dried to give 10.99 g. (69% yield) of 2,6-dimethoxybenzoic acid.

후처리

  1. additionThe entire mixture, a gray suspension, was poured into a 1-liter beaker
  2. additioncontaining
  3. customAll volatile components were removed by a rotary evaporator
  4. customwas partitioned between diethyl ether (30 ml.) and water, which
  5. extractionwas extracted with diethyl ether (four times, 30 ml.)
  6. filtrationThe resultant precipitate was collected by filtration, water-
  7. washwashed
  8. customair dried
  9. customto give 10.99 g

출처 및 근거

ORD 기록
ord-099de03743944935877b63130f78306e
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845276

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