Hydrochloric Acid → 2-Hydroxy-6-(hydroxymethyl)-4h-pyran-4-one

HRID 1757043ノート

反応式

HRID 1757043 の反応式
Br[CH2:2][C:3]1[O:8][C:7](=[O:9])[CH:6]=[C:5]([OH:10])[CH:4]=1.Cl.[OH-:12].[Na+]>O>[OH:10][C:5]1[CH:4]=[C:3]([CH2:2][OH:12])[O:8][C:7](=[O:9])[CH:6]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 54723917HCID 54723917、化合物

生成物 1

HCID 546861752-Hydroxy-6-(hydroxymethyl)-4h-pyran-4-one収率 69%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

6-Bromomethyl-4-hydroxypyran-2-one (21.1 parts) was dissolved in a solution of sodium hydroxide (4.1 parts) in water (800 parts) at 20°-25° C. This solution was added over about 2 hours to a solution of sodium hydroxide (34.2 parts) in water (3200 parts) at 50° C.±3° C. The mixture was stirred for a further hour at 50° C. before acidifying with 35% hydrochloric acid and distilling off the bulk of the water at 50° C./20 mm. The mixture was cooled to 20° C. and insoluble material was filtered off. The filtrate was saturated with sodium chloride and then extracted with ethyl acetate (15×125 parts). The combined extracts were dried over magnesium sulphate and the solvent removed at 40° C./20 mm to give 4-hydroxy-6-hydroxymethylpyran-2-one (10.2 parts, 69%).

後処理

  1. distillationdistilling off the bulk of the water at 50° C./20 mm
  2. temperatureThe mixture was cooled to 20° C.
  3. filtrationinsoluble material was filtered off
  4. extractionextracted with ethyl acetate (15×125 parts)
  5. dry with materialThe combined extracts were dried over magnesium sulphate
  6. customthe solvent removed at 40° C./20 mm

出典と根拠

ORDレコード
ord-111d9c490bd64c338a63bca79d24b43f
出典データセット
uspto-grants-1995_08
特許番号
US05443970

反応ノート

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