Dimethylformamide → HCID 178515701、化合物

HRID 2057568

反応式

HRID 2057568 の反応式
[CH:1]1[C:6]([O:7][C@@H:8]2[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@H:10]([OH:17])[C@H:9]2[OH:18])=[C:5]([OH:19])[CH:4]=[C:3]2[O:20][C:21]([CH:23]=[CH:24][C:2]=12)=[O:22].CN(C)C=O.ClC(OC)=O.[OH-].[Na+]>CC(C)=O>[CH:1]1[C:6]([O:7][C@@H:8]2[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@H:10]([OH:17])[C@H:9]2[OH:18])=[C:5]([OH:19])[CH:4]=[C:3]2[O:20][C:21]([CH:23]=[CH:24][C:2]=12)=[O:22].[CH2-:5][C:6]([CH3:1])=[O:7]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 5281417Esculin

生成物 1

HCID 178515701HCID 178515701、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

A solution of 10 grams of esculin, 50 cc of dimethylformamide and 50 cc of acetone is cooled to 0° C. While maintaining the temperature at 0° C., 10 cc of methyl chloroformate are added dropwise. This procedure is repeated at the end of 3 hours. The mixture is kept overnight at ambient temperature with agitation. It is then cooled to 0° C. and neutralized with a minimum quantity of methanolic sodium hydroxide. The solvents are removed by evaporation and the residue is dissolved in water. The acetonide is extracted with ethyl acetate. The ethyl acetate extracts are dried and evaporated. The crude product is purified by column chromotography on polyamide SC6. The acetonide is then dried under vacuum at 100° C.

後処理

  1. customis repeated at the end of 3 hours
  2. temperatureIt is then cooled to 0° C.
  3. customThe solvents are removed by evaporation
  4. dissolutionthe residue is dissolved in water
  5. extractionThe acetonide is extracted with ethyl acetate
  6. dry with materialThe ethyl acetate extracts are dried
  7. customevaporated
  8. customThe crude product is purified by column chromotography on polyamide SC6
  9. dry with materialThe acetonide is then dried under vacuum at 100° C.

出典と根拠

ORDレコード
ord-39b00e443303449cb16eda8f9c44ff99
出典データセット
uspto-grants-1980_07
特許番号
US04211772

関連ノート

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