Acetone → 21-Desacetoxy-21-Chloro Anecortave

HRID 66551ノート

反応式

HRID 66551 の反応式
[Cl:1][CH:2]=[C:3]([O:25]C)[C@:4]1([OH:24])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C:18](=[CH:19][CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1.C1COCC1.CC(C)=O.Cl>CCCCCC.CO>[Cl:1][CH2:2][C:3](=[O:25])[C@:4]1([OH:24])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C:18](=[CH:19][CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1

参加物

7

反応物 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 8673851121-Chloro-17alpha-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one

生成物 1

HCID 1303765421-Desacetoxy-21-Chloro Anecortave

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8058Hexane溶媒

実験手順

21-Chloro-17α-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one (VII, Example 4, 1.0 g), THF (4 ml), acetone (4.9 ml), and methanol (1.4 ml) are mixed. Aqueous hydrochloric acid (6 N, 0.44 ml) is added and the resulting slurry heated at 40° for 1.5 hours. The mixture is cooled to 20°-25° and diluted with hexane (3 ml). The solids are isolated by filtration and washed with hexane/ethyl acetate (85/15, 13 ml) to give the title compound.

後処理

  1. temperaturethe resulting slurry heated at 40° for 1.5 hours
  2. temperatureThe mixture is cooled to 20°-25°
  3. customThe solids are isolated by filtration
  4. washwashed with hexane/ethyl acetate (85/15, 13 ml)

出典と根拠

ORDレコード
ord-846a8806a8f34412a7df715c710e35fc
出典データセット
uspto-grants-1982_08
特許番号
US04342702

反応ノート

読み込み中…