Acetyl chloride → Acetoacetic Acid

HRID 1415056

反応式

HRID 1415056 の反応式
[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C@@H:12]4[C:17]([CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@:4]2([C:22]#[CH:23])[OH:21])=[CH:16][C:15](=[O:20])[CH2:14][CH2:13]4)[CH3:2].C([O:27][C:28](=[O:30])[CH3:29])(=O)C.[C:31](Cl)(=[O:33])[CH3:32]>N1C=CC=CC=1>[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C@@H:12]4[C:17](=[CH:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@:4]2([C:22]#[CH:23])[OH:21])[CH:16]=[C:15]([OH:20])[CH2:14][CH2:13]4)[CH3:2].[CH3:32][C:31]([CH2:29][C:28]([OH:27])=[O:30])=[O:33]

参加物

6

反応物 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 13109Levonorgestrel

生成物 2

HCID 96Acetoacetic AcidHCID 8673349013-Ethyl-17alpha-ethynyl-3,17-dihydroxygona-3,5-diene

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Reflux dl-13-ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one (1.0 g) for 11/2 hours with acetic anhydride (16 cc), acetyl chloride (8.0 cc) and pyridine (0.8 cc). Remove the liquids under reduced pressure and partition the dry crystalline residue between benzene-ether and water. Wash the organic solvents under reduced pressure and triturate the residue with ice-cold ether to provide dl-13-ethyl-17α-ethynyl-3,17-dihydroxygona-3,5-diene, diacetate (0.725 g), m.p. 144°-150°C; λmax. KBr 3.09, 5.67, 5.77μ; λmax. EtOH 236 mμ (ε19,300).

後処理

  1. customRemove the liquids under reduced pressure
  2. custompartition the dry crystalline residue between benzene-ether and water
  3. washWash the organic solvents under reduced pressure
  4. customtriturate the residue with ice-cold ether

出典と根拠

ORDレコード
ord-9d1f304e52444deeb5fd680d48f38e5c
出典データセット
uspto-grants-1977_01
特許番号
US04002746

関連ノート

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