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

HRID 1954419노트

반응식

HRID 1954419 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 71720252-(Carboxymethyl)-4-nitrobenzoic acid수율 102%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-97275703f5274fe986cc830e60da2579
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06121283

반응 노트

불러오는 중…