Sodium Hydroxide → 2-(Carboxymethyl)-4-nitrobenzoic acid

HRID 1954419ノート

反応式

HRID 1954419 の反応式
C[O:2][C:3](=[O:21])[CH:4]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[C:18]([OH:20])=[O:19])C(OC)=O.[OH-].[Na+]>CO.O>[C:3]([CH2:4][C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[C:18]([OH:20])=[O:19])([OH:21])=[O:2]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 105900782-(1,3-Dimethoxy-1,3-dioxopropan-2-yl)-4-nitrobenzoic acid

生成物 1

HCID 71720252-(Carboxymethyl)-4-nitrobenzoic acid収率 102%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2-(carboxy-5-nitrophenyl)malonic acid dimethyl ester, (25.0 g, 84 mmol) in methanol (200 mL), sodium hydroxide (5 g, 125 mmol) in water (200 mL) was added. After 3 hrs the reaction was complete, the methanol was removed under vacuum, the contents cooled to 0° C. and acidified with concentrated HCl (37 mL). The aqueous layer was extracted twice with ethyl acetate (200 mL then 100 mL), the combined organic layers were dried with magnesium sulfate, most of the solvent removed under vacuum, and methylene chloride (30 mL) was then added. The formed white solid was filtered off and dried to give 19.3 g of product as a white solid, mp 180-82°0 C. IR(KBr) 3080, 3055, 2983, 1707, 1611, 1585, 1516, 1491, 1424, 1358, 1298, 1237 cm-1.

後処理

  1. customthe methanol was removed under vacuum
  2. extractionThe aqueous layer was extracted twice with ethyl acetate (200 mL
  3. dry with material100 mL), the combined organic layers were dried with magnesium sulfate, most of the solvent
  4. customremoved under vacuum, and methylene chloride (30 mL)
  5. additionwas then added
  6. filtrationThe formed white solid was filtered off
  7. customdried

出典と根拠

ORDレコード
ord-97275703f5274fe986cc830e60da2579
出典データセット
uspto-grants-2000_09
特許番号
US06121283

反応ノート

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