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m-Chloroperbenzoic acid → Conduritol A epoxide

HRID 846706
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HRID 846706 반응식
[CH:1]1[C@@H:6]([OH:7])[C@H:5]([OH:8])[C@H:4]([OH:9])[C@@H:3]([OH:10])[CH:2]=1.ClC1C=CC=C(C(OO)=[O:19])C=1>CO>[C@H:5]1([OH:8])[C@H:6]([OH:7])[C@@H:1]2[O:19][C@@H:2]2[C@H:3]([OH:10])[C@H:4]1[OH:9]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 10290861Conduritol A

생성물 1

HCID 11062696Conduritol A epoxide수율 45.1%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
-20 °C

실험 절차

800 mg of conduritol A and 1,448 mg of m-chloroperbenzoic acid were dissolved in 120 ml of methanol and the resultant mixture was stirred at room temperature for 4 days. Then, methanol was evaporated and the remaining residue was washed thrice with 80 ml of ether to remove chlorine compounds. Ether was removed off and the residue was then dissolved in as small amount of ethanol as possible, and allowed to crystallize by cooling to -20° C. The crystals were filtered with No. 2 filter paper and dried in a dessicator over night to give 400 mg of conduritol A epoxide.

후처리

  1. customThen, methanol was evaporated
  2. washthe remaining residue was washed thrice with 80 ml of ether
  3. customto remove chlorine compounds
  4. customEther was removed off
  5. dissolutionthe residue was then dissolved in as small amount of ethanol as possible, and
  6. customto crystallize
  7. filtrationThe crystals were filtered with No
  8. filtration2 filter paper
  9. customdried in a dessicator over night

출처 및 근거

ORD 기록
ord-5e6a1b0ae15d49fbab4bb4fa2aab283f
출처 데이터셋
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05137921

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