Hydrochloric Acid → 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-3,4-dihydroxy-2(5H)-furanone

HRID 1285539노트

반응식

HRID 1285539 반응식
[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1[OH:4].CO[C:15](OC)([CH3:17])[CH3:16].Cl>CC(C)=O>[CH3:16][C:15]1([CH3:17])[O:10][CH:9]([CH:7]2[O:8][C:2](=[O:1])[C:3]([OH:4])=[C:5]2[OH:6])[CH2:11][O:12]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 64952,2-DimethoxypropaneHCID 54670067L-Ascorbic Acid

생성물 1

HCID 546765085-(2,2-dimethyl-1,3-dioxolan-4-yl)-3,4-dihydroxy-2(5H)-furanone

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The mixture of 80 ml of acetone, 16 g of L-ascorbic acid and 18.8 ml of 2,2-dimethoxypropane was stirred for 15 minutes at room temperature. Hydrogen chloride was added slowly through bubbler to the reaction mixture over 5 minutes and the mixture was stirred for 1 hr at room temperature. Half volume of acetone was evaporated off under reduced pressure. The mixture was cooled in an ice bath, and the resulting precipitates were filtered and washed with 30 ml of cold acetone to give 15.2 g of 5,6-O-isopropylidene-L-ascorbic acid. Then mother liquor was concentrated to give 3.8 g of 5,6-O-isopropylidene-L-ascorbic acid.

후처리

  1. stirringthe mixture was stirred for 1 hr at room temperature
  2. customHalf volume of acetone was evaporated off under reduced pressure
  3. temperatureThe mixture was cooled in an ice bath
  4. customthe resulting precipitates
  5. filtrationwere filtered
  6. washwashed with 30 ml of cold acetone

출처 및 근거

ORD 기록
ord-5411a013a5b8443f8dcf39d965b75631
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04567282

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