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Potassium Carbonate → Dibenzyl 2-(4-hydroxy-3-methoxyphenyl)ethyl phosphate

HRID 1805931
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HRID 1805931 반응식
C([O-])([O-])=O.[K+].[K+].C([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][O:19][P:20]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])=[CH:13][C:12]=1[O:38][CH3:39])(=O)C>CO>[P:20]([O:19][CH2:18][CH2:17][C:14]1[CH:15]=[CH:16][C:11]([OH:10])=[C:12]([O:38][CH3:39])[CH:13]=1)([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:21]
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 673749004-(2-{[Bis(benzyloxy)phosphoryl]oxy}ethyl)-2-methoxyphenyl acetate

생성물 1

HCID 67375221Dibenzyl 2-(4-hydroxy-3-methoxyphenyl)ethyl phosphate

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

K2CO3 (126 mg, 0.910 mmol) was added to a stirred solution of 4-(2-{[bis(benzyloxy)phosphoryl]oxy}ethyl)-2-methoxyphenyl acetate (214 mg, 0.455 mmol) in MeOH (30 mL) at 25° C. The reaction was stirred at 25° C. for 1 h. The reaction mixture was concentrated in vacuo and the resulting residue was partitioned between water (20 mL) and EtOAc (20 mL). The aqueous layer was separated and extracted with EtOAc (2×20 mL). The combined organic extracts were dried (MgSO4) and concentrated in vacuo to afford dibenzyl 2-(4-hydroxy-3-methoxyphenyl)ethyl phosphate, as an oil. LCMS calc.=429.2; found=429.1 (M±Na)+.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was partitioned between water (20 mL) and EtOAc (20 mL)
  3. customThe aqueous layer was separated
  4. extractionextracted with EtOAc (2×20 mL)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f1290ffc3a2045e182215440dc76a744
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354454B2

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