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

HRID 1378878
ノート
印刷プレビュー

反応式

HRID 1378878 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-01accdfc58ea48678b7ece76143b84a6
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05668176

反応ノート

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