Sodium Hydroxide → HCID 20380421、化合物

HRID 1448638ノート

反応式

HRID 1448638 の反応式
[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][S:10][C:11]1[C:12](=[O:16])[CH2:13][CH2:14][CH:15]=1)([O:3]C)=[O:2].[OH-].[Na+]>CO.O>[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][S:10][C:11]1[C:12](=[O:16])[CH2:13][CH2:14][CH:15]=1)([OH:3])=[O:2]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 19607074Methyl 6-[(5-oxocyclopent-1-en-1-yl)sulfanyl]hexanoate

生成物 1

HCID 20380421HCID 20380421、化合物収率 51.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

2-(5-Carbomethoxypentylthio)cyclopent-2-en-1-one (133 mg) was treated with 0.8 ml of a 3 N aqueous solution of sodium hydroxide in 5 ml of methanol and 2 ml of water at room temperature for 45 minutes. After the reaction, the reaction mixture was extracted with diethyl ether. The aqueous layer was acidified with hydrochloric acid, and extracted with diethyl ether. The extracts were treated in a customary manner to afford 125 mg of a crude product. The crude product was chromatographed on a thin layer plate with diethyl ether/isopropyl ether/acetic acid (=75/30/3) to afford 65 mg of 2-(5-carboxypentylthio)cyclopent-2-en-1-one in a yield of 49%. The product had the following characteristics.

後処理

  1. customAfter the reaction
  2. extractionthe reaction mixture was extracted with diethyl ether
  3. extractionextracted with diethyl ether
  4. additionThe extracts were treated in a customary manner
  5. customto afford 125 mg of a crude product
  6. customThe crude product was chromatographed on a thin layer plate with diethyl ether/isopropyl ether/acetic acid (=75/30/3)

出典と根拠

ORDレコード
ord-8b6cb305f15d46079e63592f8605257b
出典データセット
uspto-grants-1979_12
特許番号
US04180672

反応ノート

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