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

HRID 250649

반응식

HRID 250649 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba78ef01d4f24351b97ef40f64e88199
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863288B2

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