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Phosphoric Acid → 4-Hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enone

HRID 1803633
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HRID 1803633 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6](O)[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:9]=1.[OH:23]P([O-])(O)=O.[K+].[OH:29]P(O)(O)=O.[Na+].[Cl-]>O>[OH:23][CH:3]1[CH2:4][C:5](=[O:1])[C:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:9]=2)=[CH:2]1.[OH:29][CH:2]1[CH:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:9]=2)[C:5](=[O:1])[CH:4]=[CH:3]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1004Phosphoric AcidHCID 5234Sodium ChlorideHCID 516951Monobasic potassium phosphateHCID 71170040HCID 71170040, 화합물

생성물 2

HCID 711700344-Hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enoneHCID 711700374-Hydroxy-5-(3-benzyloxybenzyl)cyclopent-2-enone

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

1-(Furan-2-yl)-2-(3-benzyloxyphenyl)ethan-1-ol (3.97 kg, 13.49 mol) and KH2PO4 (120 g, 0.88 mol) was added to H2O (120 L) and H3PO4 was added until pH=3. The reaction was kept being stirred at 120° C. for 5 hours. After being cooled, NaCl (25 kg) was added, and the reaction was extracted with EtOAc, dried over MgSO4, and evaporated to give the crude 4-hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enone and 4-hydroxy-5-(3-benzyloxybenzyl)cyclopent-2-enone as black oil: 3.4 kg (crude yield: 85%).

후처리

  1. additionwas added until pH=3
  2. temperatureAfter being cooled
  3. extractionthe reaction was extracted with EtOAc
  4. dry with materialdried over MgSO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-42203a1653da4d6ca6fa4e22ac191d05
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08350090B1

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