Hydroxyamine hydrochloride → 5-p-Methoxybenzyloxy-1-hydroxy-2-hydroxymethyl-4-pyridone

HRID 1073738ノート

反応式

HRID 1073738 の反応式
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][O:8][C:9]2[C:10](=[O:17])[CH:11]=[C:12]([CH2:15][OH:16])O[CH:14]=2)=[CH:5][CH:4]=1.Cl.[NH2:21][OH:22]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][O:8][C:9]2[C:10](=[O:17])[CH:11]=[C:12]([CH2:15][OH:16])[N:21]([OH:22])[CH:14]=2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 104916984H-Pyran-4-one, 2-(hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]-

生成物 1

HCID 107076455-p-Methoxybenzyloxy-1-hydroxy-2-hydroxymethyl-4-pyridone収率 40%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 39.3 g 5-p-methoxybenzyloxy-2-hydroxymethyl-4-pyrone in 600 ml pyridine, was added 52.2 g hydroxylamine hydrochloride, and the mixture was heated at 70°-75° C. for 2.5 hours. The reaction mixture was concentrated to about 100 ml, 100 ml water was added to the concentrate, and the resulting solution was added under ice cooling to a mixture of 75 ml hydrochloric acid and 225 ml water. After adjusting the pH to 2-2.5, stirring was continued under ice cooling for 30 minutes, and the crystals which separated out were collected by filtration, washed with water and dried, giving 16.6 g of 5-p-methoxybenzyloxy-1-hydroxy-2-hydroxymethyl-4-pyridone.

後処理

  1. temperaturethe mixture was heated at 70°-75° C. for 2.5 hours
  2. concentrationThe reaction mixture was concentrated to about 100 ml, 100 ml water
  3. additionwas added to the concentrate
  4. additionthe resulting solution was added under ice cooling to a mixture of 75 ml hydrochloric acid and 225 ml water
  5. customthe crystals which separated out
  6. filtrationwere collected by filtration
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-daeaf1f9408f4f259897e64da216f232
出典データセット
uspto-grants-1990_11
特許番号
US04971961

反応ノート

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