Hydrochloric Acid → 5-(1H-imidazol-1-yl)pentanoic acid

HRID 870577ノート

反応式

HRID 870577 の反応式
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12]C)=[O:11])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Li+].Cl>O1CCCC1.O>[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 54266609Methyl 5-imidazol-1-ylpentanoate

生成物 1

HCID 128033135-(1H-imidazol-1-yl)pentanoic acid収率 130.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Stir a solution of methyl 5-imidazol-1-ylpentanoate (0.60 g; 1.0 equiv; 3.29 mmoles) and lithium hydroxide (0.553 g; 4 equiv; 13.17 mmoles) in tetrahydrofuran (20 mL) and water (15 mL) for 18 hours. Add 3 ml of 5N hydrochloric acid then concentrate the mixture. Purify the crude product by column chromatography (0 to 15% methanol in dichloromethane) to afford 5-imidazol-1-ylpentanoic acid (0.72 g; 19%) as a yellow oil: MS (m/z): 169(M+1).

後処理

  1. concentrationthen concentrate the mixture
  2. customPurify the crude product by column chromatography (0 to 15% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-f266ef17be58499186ba1259e1867ca5
出典データセット
uspto-grants-2015_03
特許番号
US08969555B2

反応ノート

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