Hydrochloric Acid → Potassium 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-2-propenyl]octanoate

HRID 1494105ノート

反応式

HRID 1494105 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH2:23][CH:24]=[CH:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[CH2:17][CH2:18][C:19]([O:21]C)=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl.CC(C)([O-])C.[K+:38]>O1CCOCC1.[OH-].[Na+].C(O)(C)(C)C.O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH2:23][CH:24]=[CH:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[CH2:17][CH2:18][C:19]([O-:21])=[O:20])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[K+:38]

参加物

8

反応物 3

HCID 313Hydrochloric AcidHCID 23665647Potassium tert-butoxideHCID 54073742Methyl 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-2-propenyl]octanoate

生成物 1

HCID 67916594Potassium 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-2-propenyl]octanoate

試薬・触媒・溶媒 4

HCID 6386tert-Butanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 14798Sodium Hydroxide溶媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 0.097 g of methyl 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-2-propenyl]octanoate in 1 mL dioxane and 0.45 mL 1N sodium hydroxide is stirred at room temperature for 18 hours. The mixture is acidified with 0.45 mL of 1N hydrochloric acid and then subjected to evaporation. The residue is triturated with methylene chloride and the organic phase is dried, filtered and evaporated to yield a light amber oil. The oil is dissolved in 1 mL t-butanol and one equivalent of potassium t-butoxide in tetrahydrofuran is added. The mixture is freeze-dried to obtain potassium 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-2-propenyl]octanoate as about a 1:1 mixture of cis and trans isomers.

後処理

  1. customsubjected to evaporation
  2. customThe residue is triturated with methylene chloride
  3. customthe organic phase is dried
  4. filtrationfiltered
  5. customevaporated
  6. customto yield a light amber oil
  7. customThe mixture is freeze-dried

出典と根拠

ORDレコード
ord-1e7de318b8c34b9aac3b9f27dd4bcc80
出典データセット
uspto-grants-1991_06
特許番号
US05025025

反応ノート

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