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Hydrochloric Acid → Methyl alpha-(2-n-propyl-4-cyanophenoxy)-3,4-methylenedioxyphenylacetic acid

HRID 1378878
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HRID 1378878 반응식
[CH2:1]([C:4]1[CH:24]=[C:23]([C:25]#[N:26])[CH:22]=[CH:21][C:5]=1[O:6][CH:7]([C:12]1[CH:17]=[CH:16][C:15]2[O:18][CH2:19][O:20][C:14]=2[CH:13]=1)[C:8]([O:10]C)=[O:9])[CH2:2][CH3:3].[OH-].[Na+].[CH:29](Cl)(Cl)Cl.CO.[OH-].[NH4+].Cl>CO>[CH3:29][C:7]([C:12]1[CH:17]=[CH:16][C:15]2[O:18][CH2:19][O:20][C:14]=2[CH:13]=1)([O:6][C:5]1[CH:21]=[CH:22][C:23]([C:25]#[N:26])=[CH:24][C:4]=1[CH2:1][CH2:2][CH3:3])[C:8]([OH:10])=[O:9]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21873181Chloroform methanol ammonium hydroxideHCID 22912470Methyl alpha-(2-n-propyl-4-cyanophenoxy)-3,4-methylenedioxyphenylacetate

생성물 1

HCID 22912495Methyl alpha-(2-n-propyl-4-cyanophenoxy)-3,4-methylenedioxyphenylacetic acid수율 99%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3.5 g (8.64 mmol) of the product of Step C in 30 mL of methanol was added 2.07 mL (10.37 mmol) of 5.0N aqueous sodium hydroxide solution. After stirring overnight, TLC analysis (80:15:1 chloroform/methanol/ammonium hydroxide) indicated that the saponification was complete. The reaction mixture was acidified to pH 3 with 6N aqueous HCl and concentrated in vacuo. With heating and sonnication, the residue was redissolved in ethyl acetate, washed with brine, dried over magnesium sulfate, filtered, and the filtrate evaporated in vacuo to afford 2.92 g (99%) of the title compound as an amorphous solid which was used without further purification in the next step.

후처리

  1. concentrationconcentrated in vacuo
  2. temperatureWith heating
  3. dissolutionsonnication, the residue was redissolved in ethyl acetate
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe filtrate evaporated in vacuo

출처 및 근거

ORD 기록
ord-01accdfc58ea48678b7ece76143b84a6
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05668176

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