Dimethylformamide → HCID 178515701, 화합물

HRID 2057568

반응식

HRID 2057568 반응식
[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]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 5281417Esculin

생성물 1

HCID 178515701HCID 178515701, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-39b00e443303449cb16eda8f9c44ff99
출처 데이터셋
uspto-grants-1980_07
특허 번호
US04211772

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