Lithium hydroxide, monohydrate → 1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole

HRID 365462ノート

反応式

HRID 365462 の反応式
Br.[C:2]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][N:9]2[C:13]([CH2:14][O:15]C(=O)C)=[CH:12][N:11]=[CH:10]2)=[CH:6][CH:5]=1)#[N:3].O.[OH-].[Li+]>C1COCC1.O>[C:2]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][N:9]2[C:13]([CH2:14][OH:15])=[CH:12][N:11]=[CH:10]2)=[CH:6][CH:5]=1)#[N:3]

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 57427559HCID 57427559、化合物

生成物 1

HCID 101982471-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

1-(4-Cyanobenzyl)-5-(acetoxymethyl)-imidazole hydrobromide (50.4 g, 150 mmol) in 3:1 THF/water (1.5 L) at 0° C. was added lithium hydroxide monohydrate (18.9 g, 450 mmol). After 1 hr, the reaction was concentrated in vacuo, diluted with EtOAc (3 L), and washed with water, sat. aq. NaHCO3 and brine. The solution was then dried (Na2SO4), filtered, and concentrated in vacuo to provide the crude product as a pale yellow fluffy solid which was sufficiently pure for use in the next step without further purification.

後処理

  1. concentrationthe reaction was concentrated in vacuo
  2. additiondiluted with EtOAc (3 L)
  3. washwashed with water, sat. aq. NaHCO3 and brine
  4. dry with materialThe solution was then dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7eba954fb1ac444790f9700f3ad522b5
出典データセット
uspto-grants-2000_10
特許番号
US06127366

反応ノート

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