Sodium Hydroxide → 2-(3-(Cyclopropylmethoxy)-4-nitrophenyl)acetic acid

HRID 1183733ノート

反応式

HRID 1183733 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:15](C(OCC)=O)[C:16]([O:18]CC)=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH2:15][C:16]([OH:18])=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:2][CH2:3]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 57995590Diethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)malonate

生成物 1

HCID 579955402-(3-(Cyclopropylmethoxy)-4-nitrophenyl)acetic acid収率 90.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

Diethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)malonate (10 g) was dissolved in 100 mL ethanol and cooled to 0° C., NaOH solution (4 eq) was added slowly to the reaction mixture for about 15 min. The reaction mixture was heated gently up to 60° C. for 5 h. Progress of the reaction was monitored by TLC analysis. After complete conversion of starting material solvent was evaporated under reduced pressure, the residue dissolved in H2O, acidified with 6N HCl to pH-2. The solid material was collected via filtration, washed with water, dried under reduced pressure to yield 6.5 g (90%) of 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetic acid as a yellow solid.

後処理

  1. temperatureThe reaction mixture was heated gently up to 60° C. for 5 h
  2. customAfter complete conversion of starting material solvent was evaporated under reduced pressure
  3. dissolutionthe residue dissolved in H2O
  4. filtrationThe solid material was collected via filtration
  5. washwashed with water
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-5328a5929d154d3d8c0acf00b66defa7
出典データセット
uspto-grants-2014_03
特許番号
US08664249B2

反応ノート

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