Sulfamic Acid → 3-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acid

HRID 1249807ノート

反応式

HRID 1249807 の反応式
[CH:1]([C:3]1[O:4][C:5]([CH3:18])=[CH:6][C:7](=[O:17])[C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:2].S(=O)(=O)([OH:21])N.Cl([O-])=O.[Na+]>CC(C)=O.O>[C:1]([C:3]1[O:4][C:5]([CH3:18])=[CH:6][C:7](=[O:17])[C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:21])=[O:2]

参加物

6

反応物 3

HCID 5987Sulfamic AcidHCID 120111872-Formyl-3-benzyloxy-6-methyl-pyran-4(1H)-oneHCID 23668197Sodium Chlorite

生成物 1

HCID 98564973-(benzyloxy)-6-methyl-4-oxo-4H-pyran-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

2-Formyl-3-benzyloxy-6-methyl-pyran-4(1H)-one (3.67 g, 15.03 mmol, 1 eq) was dissolved in acetone (50 ml) and the solution diluted with water (50 ml). To the reaction mixture was added sulfamic acid (2.04 g, 21.04 mmol, 1.4 eq) and 80% sodium chlorite (1.78 g, 15.8 mmol, 1.05 eq) and allowed to stir for 1 hour at room temperature in an open vessel. Removal of acetone in vacuo yielded crude product as a precipitate in the remaining aqueous solution. The solid was collected, washed with absolute ethanol and dried (3.32 g, 85%). m.p. 173-175° C.

後処理

  1. customRemoval of acetone in vacuo
  2. customyielded crude product as a precipitate in the remaining aqueous solution
  3. customThe solid was collected
  4. washwashed with absolute ethanol
  5. customdried (3.32 g, 85%)

出典と根拠

ORDレコード
ord-d7ed9e56a5b74f8ca9b6e4b60d5ea79e
出典データセット
uspto-grants-2002_01
特許番号
US06335353B1

反応ノート

読み込み中…