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Sodium Hydroxide → 3-Methyl-cyclopent-3-enecarboxylic acid

HRID 1015647
ノート
印刷プレビュー

反応式

HRID 1015647 の反応式
C([O:3][C:4]([CH:6]1[CH2:10][CH:9]=[C:8]([CH3:11])[CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[CH3:11][C:8]1[CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:10][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 274458Ethyl 3-methylcyclopent-3-ene-1-carboxylate

生成物 1

HCID 125754193-Methyl-cyclopent-3-enecarboxylic acid収率 97%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of the 3-Methyl-cyclopent-3-enecarboxylic acid ethyl ester (255 mg, 1.65 mmol) in MeOH (4.0 mL) and 10% aq. NaOH (3.3 mL, 8.25 mmol) was heated at 50° C. for 16 h, reaction mixture was cooled to room temperature, solvent was evaporated, diluted with water. The aqueous solution was washed with ether, and acidified with aq. 1 N HCl, extracted with ether. The ethereal solution was washed with brine and dried. Evaporation of the solvent furnished the 3-Methyl-cyclopent-3-enecarboxylic acid (200 mg, 97% yield). 1H NMR (CDCl3, 400 MHz), 5.27 (brs, 1H), 3.26-3.17 (m, 1H), 2.7-2.55 (m, 4H), 1.74 (s; 3H).

後処理

  1. customreaction mixture
  2. customsolvent was evaporated
  3. additiondiluted with water
  4. washThe aqueous solution was washed with ether
  5. extractionextracted with ether
  6. washThe ethereal solution was washed with brine
  7. customdried
  8. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-bc73a6d8800a435b871cd16af9b681e8
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07985769B2

反応ノート

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