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(1S)-(+)-Camphor-10-sulphonic acid → 7-hydroxy-2,2-dimethyl-2H-chromene-3-carbaldehyde

HRID 217457
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인쇄 미리보기

반응식

HRID 217457 반응식
COC[O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[C:10]([CH:17]=[O:18])[C:11]([CH3:16])([CH3:15])[O:12]2)=[CH:7][CH:6]=1.[C@]12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O>CCO>[OH:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[C:10]([CH:17]=[O:18])[C:11]([CH3:15])([CH3:16])[O:12]2)=[CH:7][CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 218580(1S)-(+)-Camphor-10-sulphonic acidHCID 584386707-(methoxymethoxy)-2,2-dimethyl-2H-chromene-3-carbaldehyde

생성물 1

HCID 584387357-hydroxy-2,2-dimethyl-2H-chromene-3-carbaldehyde수율 70.9%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

7-(Methoxymethoxy)-2,2-dimethyl-2H-chromene-3-carbaldehyde (300 mg) was dissolved in EtOH (10 mL), and (1S)-(+)-10-camphor sulfonic acid (421 mg) was added thereto, followed by stirring at 80° C. overnight. To the reaction liquid was added silica gel, followed by concentration. The residue was purified by silica gel column chromatography (automatic purification device, hexane:EtOAc=90:10 to 70:30) to obtain 7-hydroxy-2,2-dimethyl-2H-chromene-3-carbaldehyde (175 mg) as a red powder.

후처리

  1. customTo the reaction liquid
  2. additionwas added silica gel
  3. concentrationfollowed by concentration
  4. customThe residue was purified by silica gel column chromatography (automatic purification device, hexane:EtOAc=90:10 to 70:30)

출처 및 근거

ORD 기록
ord-5da2af6b21a34297b4ee7831ce2ed076
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193378B2

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