Caffeine → HCID 53311321、化合物

HRID 2271423

反応式

HRID 2271423 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=2)[CH:4]=1.[N:20]1([C:32](=[O:33])[C:31]2[N:29]([CH3:30])[CH:28]=[N:27][C:26]=2[N:24]([CH3:25])[C:22]1=[O:23])[CH3:21]>O.C(O)(C)C>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=[C:5](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=2)[CH:6]=1.[N:20]1([C:32](=[O:33])[C:31]2[N:29]([CH3:30])[CH:28]=[N:27][C:26]=2[N:24]([CH3:25])[C:22]1=[O:23])[CH3:21]

参加物

4

反応物 2

HCID 2519CaffeineHCID 5281727Pterostilbene2 回

生成物 1

HCID 53311321HCID 53311321、化合物収率 73%

試薬・触媒・溶媒 1

HCID 21889133Propan-2-ol--water (1/1)溶媒

反応条件

温度
50 °C

実験手順

A 100 mL reactor vessel was charged with solid pterostilbene (7.2 g; 28.1 mmol) and caffeine (5.457 g, 28.1 mmol), and 80 ml of water: isopropanol 60:40 solvent mixture. The pterostilbene concentration was 90 mg/mL. The system was heated from 30 to 70° C. for 20 minutes or with heating rate 2° C./min, held at 70° C. for 10 minutes, and then cooled from 70° C. to 5° C. with cooling rate 0.2° C./min. The resulting suspension was stirred at 5° C. for 18 hours. After the discharge of the suspension, the reactor was washed twice with one volume wet cake (2×19 mL) of chilled water: isopropanol 60:40 solvent mixture. The suspension was filtered to dry land using a Buchner funnel and a filter paper and washed with the washings from the reactor also to dry land. The final wash of the filter cake was performed using one cake of wash solvent system (chilled water: isopropanol 60:40) and filtered to completion. The solid was vacuum dried at 40° C. yielding 9.202 g of pterostilbene: caffeine 1:1 cocrystal, Form I (73% yield). A micrograph of the pterostilbene:caffeine cocrystal thus formed is illustrated in FIG. 9.

後処理

  1. temperaturewith heating rate 2° C./min
  2. temperaturecooled from 70° C. to 5° C.
  3. temperaturewith cooling rate 0.2° C./min
  4. washAfter the discharge of the suspension, the reactor was washed twice with one volume wet cake (2×19 mL) of chilled water: isopropanol 60:40 solvent mixture
  5. filtrationThe suspension was filtered
  6. customto dry land
  7. washa filter paper and washed with the washings from the reactor also
  8. customto dry land
  9. washThe final wash of the filter cake
  10. temperatureone cake of wash solvent system (chilled water: isopropanol 60:40)
  11. filtrationfiltered to completion
  12. customdried at 40° C.

出典と根拠

ORDレコード
ord-26c5c42d34ed43c8bc9d48508d71139c
出典データセット
uspto-grants-2015_09
特許番号
US09120766B2

関連ノート

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