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

HRID 1285539ノート

反応式

HRID 1285539 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5411a013a5b8443f8dcf39d965b75631
出典データセット
uspto-grants-1986_01
特許番号
US04567282

反応ノート

読み込み中…