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Diethyl Ether → 5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

HRID 1797432
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HRID 1797432 반응식
C([O:4][CH:5]1[CH2:13][CH:8]2[O:9][C:10](=[O:12])[CH2:11][CH:7]2[CH:6]1[CH2:14][O:15]C(=O)C)(=O)C.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C.C(OCC)C>CO>[OH:4][CH:5]1[CH2:13][CH:8]2[O:9][C:10](=[O:12])[CH2:11][CH:7]2[CH:6]1[CH2:14][OH:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 494700HCID 494700, 화합물

생성물 1

HCID 37592585-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one수율 54%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of 50 (10.0 g, 39 mmol) in MeOH (100 mL) was added potassium carbonate (15 g). The suspension was stirred at room temperature for 3 hours. To the suspension was added ethyl acetate (60 mL). The resulting suspension was filtered through a pad of diatomaceous earth (Celite®). The filtrate was concentrated in vacuo to give crude product. The crude product was dissolved in MeOH (15 mL) and to it was added diethyl ether (100 mL). The resulting suspension was stirred for 2 hours at room temperature. The solid was filtered to give the title compound (3.62 g, 54%).

후처리

  1. filtrationThe resulting suspension was filtered through a pad of diatomaceous earth (Celite®)
  2. concentrationThe filtrate was concentrated in vacuo
  3. customto give crude product
  4. stirringThe resulting suspension was stirred for 2 hours at room temperature
  5. filtrationThe solid was filtered

출처 및 근거

ORD 기록
ord-6f34206cda2b405bb627a938751fc864
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07034152B2

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