Ammonia → 2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

HRID 896371ノート

反応式

HRID 896371 の反応式
[OH:1][CH2:2][C:3]1[N:7]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[C:6]2[CH:13]=[CH:14][C:15]([C:17]([OH:19])=[O:18])=[CH:16][C:5]=2[N:4]=1.S(=O)(=O)(O)O.N.O.[CH3:27]O>>[CH3:27][O:18][C:17]([C:15]1[CH:14]=[CH:13][C:6]2[N:7]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[C:3]([CH2:2][OH:1])=[N:4][C:5]=2[CH:16]=1)=[O:19]

参加物

6

反応物 5

HCID 222AmmoniaHCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 223493222-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid

生成物 1

HCID 697080682-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester収率 96%

実験手順

A mixture of 2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid (2.4 g, 9.1 mmol) and concentrated sulfuric acid (1.1 g, 10.9 mmol) in methanol (30 mL) was heated at reflux for 40 hrs. The solution was cooled to room temperature, the pH adjusted to 8-9 with concentrated ammonia, and water was added. A white precipitate formed that was collected by filtration and washed with water. The product was dried in vacuo to yield 2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester (2.4 g, 96%) as a white solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 40 hrs
  3. additionwas added
  4. customA white precipitate formed
  5. filtrationthat was collected by filtration
  6. washwashed with water
  7. customThe product was dried in vacuo

出典と根拠

ORDレコード
ord-d2227692765b4c1d9c355d24a4b97e0a
出典データセット
uspto-grants-2005_07
特許番号
US06919331B2

反応ノート

読み込み中…