Ammonia → (17Beta)-13-Ethyl-3-methoxygona-2,5(10)-dien-17-ol

HRID 1077173

反応式

HRID 1077173 の反応式
[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@@H:4]2[OH:22])[CH3:2].N.[Li].[Cl-].[NH4+]>COCC(O)C.O>[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C:12]4[CH2:13][CH:14]=[C:15]([O:20][CH3:21])[CH2:16][C:17]=4[CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@@H:4]2[OH:22])[CH3:2]

参加物

7

反応物 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 66432(17beta)-13-Ethyl-3-methoxygona-1,3,5(10)-trien-17-olHCID 3028194Lithium

生成物 1

HCID 101950(17Beta)-13-Ethyl-3-methoxygona-2,5(10)-dien-17-ol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 79001-Methoxy-2-propanol溶媒

実験手順

To 13β-ethyl-3-methoxy-gona-1,3,5(10)-trien-17β-ol (1.0 g.) in 1-methoxypropan-2-ol (100 cc.) add liquid ammonia (200 cc.), followed by lithium metal (1.2 g.) in small pieces with stirring. After discharge of the blue color add an excess ammonium chloride, followed by water; filter off the crude 13β-ethyl-3-methoxy-gona-2,5(10)-dien-17β-ol and dry, m.p. 98°-104°. No selective ultra-violet absorption beyond 220 mμ; infrared absorption peaks at 3.03, 5.92, 6.01 μ.

後処理

  1. filtrationfilter off the crude 13β-ethyl-3-methoxy-gona-2,5(10)-dien-17β-ol
  2. customdry
  3. customNo selective ultra-violet absorption beyond 220 mμ
  4. custominfrared absorption peaks at 3.03, 5.92, 6.01 μ

出典と根拠

ORDレコード
ord-e3143b7af7464c89a6c753fe74b87862
出典データセット
uspto-grants-1976_05
特許番号
US03959322

関連ノート

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