Caffeine → HCID 53311321、化合物

HRID 2271424

反応式

HRID 2271424 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].CCCCCCC>COC(C)(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

5

反応物 3

HCID 2519CaffeineHCID 8900Heptane2 回HCID 5281727Pterostilbene2 回

生成物 1

HCID 53311321HCID 53311321、化合物収率 86%

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒2 回

実験手順

Solid pterostilbene (1.5 g, 5.86 mmol) was dissolved in 15 mL of t-butyl methyl ether (MTBE). The concentration of pterostilbene was calculated to be 100 mg/mL. Caffeine (1.14 g, 5.86 mmol) was added to the solution and the resulting slurry was allowed to stir at ambient temperature for 24 hours. Then aliquots of heptane (total 15 mL) were added with stirring to reach MTBE:heptane ratio 1:1. The system was allowed to stir at ambient temperature for 4 hours. The solid was collected by vacuum filtration on paper filter, washed 2×5 mL of heptane, and air-dried under reduced pressure for 10 minutes. The solid was transferred in an Erlenmeyer flask and 13 mL of water were added. The resulting slurry was allowed to stir at ambient temperature for 0.5 hour. The solid was isolated by vacuum filtration on a paper filter, washed 2×5 mL of water and then air-dried under reduced pressure for 40 minutes. The solid was vacuum dried at approximately 40° C. for 3 days yielding 2.26 g of pterostilbene: caffeine 1:1 cocrystal, Form I (86% yield).

後処理

  1. stirringwith stirring
  2. stirringto stir at ambient temperature for 4 hours
  3. filtrationThe solid was collected by vacuum filtration on paper
  4. filtrationfilter
  5. washwashed 2×5 mL of heptane
  6. customair-dried under reduced pressure for 10 minutes
  7. additionwere added
  8. stirringto stir at ambient temperature for 0.5 hour
  9. customThe solid was isolated by vacuum filtration on a paper
  10. filtrationfilter
  11. washwashed 2×5 mL of water
  12. customair-dried under reduced pressure for 40 minutes
  13. customdried at approximately 40° C. for 3 days

出典と根拠

ORDレコード
ord-182bdc11d69a4a6c938f8698c9ddc374
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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