Acetic Anhydride → 6,8-dimethoxyisochroman-1,3-dione

HRID 1008262ノート

反応式

HRID 1008262 の反応式
[C:1]([CH2:4][C:5]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:10]([O:16][CH3:17])[C:6]=1[C:7]([OH:9])=[O:8])(O)=[O:2].C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[CH3:15][O:14][C:12]1[CH:13]=[C:5]2[C:6](=[C:10]([O:16][CH3:17])[CH:11]=1)[C:7](=[O:9])[O:8][C:1](=[O:2])[CH2:4]2

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 41666252-(carboxymethyl)-4,6-dimethoxybenzoic acid

生成物 1

HCID 118168976,8-dimethoxyisochroman-1,3-dione収率 83.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

2-Carboxymethyl-4,6-dimethoxybenzoic acid (60) (3.97 gm) was stirred in toluene (40.0 mL) at ambient temperature in a 100 mL flask with magnetic stirring. Acetic anhydride (1.72 mL) was added and the mixture heated to 110° C. Monitoring by HPLC revealed that the reaction was complete within 2.5 hours. Heat was then removed. Crystallization of 6,8-dimethoxyisochroman-1,3-dione (25) occurred as the solution cooled. The mixture was cooled to 2° C. After a short hold time, yellow crystalline solids were filtered, washed with fresh toluene and then dried on high vacuum. 6,8-Dimethoxyisochroman-1,3-dione (25) (3.05g) was isolated as a yellow crystalline solid.

後処理

  1. temperatureHeat
  2. customwas then removed
  3. customCrystallization of 6,8-dimethoxyisochroman-1,3-dione (25)
  4. temperaturecooled
  5. temperatureThe mixture was cooled to 2° C
  6. filtrationAfter a short hold time, yellow crystalline solids were filtered
  7. washwashed with fresh toluene
  8. customdried on high vacuum

出典と根拠

ORDレコード
ord-40d928ee8daa4adaa780a7ab182de70e
出典データセット
uspto-grants-2004_09
特許番号
US06797838B2

反応ノート

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