Kojic Acid → 5-(4-Chloro-benzyloxy)-2-hydroxymethyl-pyran-4-one

HRID 250649

反応式

HRID 250649 の反応式
[CH:1]1[C:6](=[O:7])[C:5]([OH:8])=[CH:4][O:3][C:2]=1[CH2:9][OH:10].[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[CH:14][CH:13]=1.[OH-].[Na+]>CO.O>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][O:8][C:5]2[C:6](=[O:7])[CH:1]=[C:2]([CH2:9][OH:10])[O:3][CH:4]=2)=[CH:14][CH:13]=1

参加物

6

反応物 3

HCID 3840Kojic AcidHCID 14798Sodium HydroxideHCID 693291-(Bromomethyl)-4-chlorobenzene

生成物 1

HCID 580868345-(4-Chloro-benzyloxy)-2-hydroxymethyl-pyran-4-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

Kojic acid (637, 5.00 g, 35.2 mmol) and 4-chlorobenzyl bromide (557, 7.95 g, 38.7 mmol) were suspended in methanol (40 mL) in an 80 mL sealed tube. Sodium hydroxide in water (12 M, 2.93 mL) was added. The reaction was heated at 80° C. overnight. The resulting suspension was concentrated. Water was added and the mixture was filtered and washed with water to provide a brown solid. Washing with minimal methanol on the filter removed the brown color. A white solid (638, 7.58 g, 80%) was isolated. 1H-NMR was consistent with the desired compound.

後処理

  1. customsealed tube
  2. concentrationThe resulting suspension was concentrated
  3. additionWater was added
  4. filtrationthe mixture was filtered
  5. washwashed with water
  6. customto provide a brown solid
  7. washWashing with minimal methanol on the filter
  8. customremoved the brown color
  9. customA white solid (638, 7.58 g, 80%) was isolated

出典と根拠

ORDレコード
ord-ba78ef01d4f24351b97ef40f64e88199
出典データセット
uspto-grants-2011_01
特許番号
US07863288B2

関連ノート

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