Succinic anhydride → 9-Carboxyethylidene-3,6-dihydroxy-2,7-dimethyl-9H-xanthene

HRID 4883

반응식

HRID 4883 반응식
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[C:10]1(=O)[O:15][C:13](=[O:14])[CH2:12][CH2:11]1>>[C:13]([CH2:12][CH:11]=[C:10]1[C:7]2[CH:8]=[C:2]([CH3:1])[C:3]([OH:9])=[CH:4][C:5]=2[O:6][C:5]2[C:7]1=[CH:8][C:2]([CH3:1])=[C:3]([OH:9])[CH:4]=2)([OH:15])=[O:14]

참가 물질

3

반응물 2

HCID 7922Succinic anhydrideHCID 103331,3-Benzenediol, 4-methyl-

생성물 1

HCID 199580209-Carboxyethylidene-3,6-dihydroxy-2,7-dimethyl-9H-xanthene수율 74.2%

반응 조건

온도
65 °C

실험 절차

4-Methylresorcinol (25.8 g, 0.208 mol) and succinic anhydride (20.8 g, 0.208 g) were placed in a round bottom flask and the flask was purged with nitrogen. Methanesulfonic acid (150 mL) was added and the solution heated under nitrogen to 65° C. for 2 hours. The solution was added dropwise to 1 L of rapidly stirred, ice-cooled water with the simultaneous addition of 50% aq sodium hydroxide to maintain the pH at 2.25 +/-0.25. The product was collected by centrifugation and washed with water (3×) and acetone (2×). The solid was air-dried, then vacuum-dried at 110° C. to afford a brick-red powder (24.1 g, 74%).

후처리

  1. customthe flask was purged with nitrogen
  2. additionMethanesulfonic acid (150 mL) was added
  3. additionThe solution was added dropwise to 1 L
  4. temperatureice-cooled water
  5. additionwith the simultaneous addition of 50% aq sodium hydroxide
  6. temperatureto maintain the pH at 2.25 +/-0.25
  7. customThe product was collected by centrifugation
  8. washwashed with water (3×) and acetone (2×)
  9. customThe solid was air-dried
  10. customvacuum-dried at 110° C.

출처 및 근거

ORD 기록
ord-97f438e7ffbd4764b1ee7bf05860487d
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242796

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