ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

p-Toluenesulfonic acid → (1s,3r,6r,10r)-3-(4'-Methoxyphenyl)-10-hydroxy-2,4,7-trioxabicyclo[4.4.0]decane

HRID 413609
ノート
印刷プレビュー

反応式

HRID 413609 の反応式
[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N(CC)CC)C.[C:32]([O:35][CH2:36][CH3:37])(=O)C.C[C:39](N(C)C)=[O:40]>>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C@@H:3]2[O:12][CH2:13][C@@H:32]3[C@H:1]([C@H:39]([OH:40])[CH2:37][CH2:36][O:35]3)[O:2]2)=[CH:5][CH:6]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 6101p-Toluenesulfonic acidHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 31374DimethylacetamideHCID 75140p-(Dimethoxymethyl)anisole

生成物 1

HCID 20588607(1s,3r,6r,10r)-3-(4'-Methoxyphenyl)-10-hydroxy-2,4,7-trioxabicyclo[4.4.0]decane

反応条件

温度
62.5 °C

実験手順

5.0 g (33.8 mmol) of 2 and 8.30 g (45.8 mmol) of p-methoxybenzaldehyde dimethyl acetal were dissolved in 50 ml of anhydrous DMA, and a catalytic amount of 4-toluenesulfonic acid was added until the mixture was acidic. The reaction solution was agitated for about 5 hours in a rotary evaporator at 60-65° C. and a reduced pressure of 30 mbar. The reaction solution was neutralized using triethylamine. 300 ml of ethyl acetate were added, and the mixture was extracted three times with water. The organic phase was dried over Na2SO4, the drying agent was filtered off, and the residue was evaporated under reduced pressure. The crude product was dissolved in a little ethyl acetate, precipitated using n-hexane, filtered off with suction and dried under reduced pressure.

後処理

  1. extractionthe mixture was extracted three times with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationthe drying agent was filtered off
  4. customthe residue was evaporated under reduced pressure
  5. dissolutionThe crude product was dissolved in a little ethyl acetate
  6. customprecipitated
  7. filtrationfiltered off with suction
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-63a9c62168864f38bdd617b0cdcec539
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06569355B1

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート