Tetrahydrofuran → HCID 67603645, compound

HRID 356582Notes

Reaction equation

HRID 356582 reaction equation
[Si]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:23]([O-:25])=[O:24])=[C:17]([C:19](=[O:22])[CH:20]=[CH2:21])[CH:18]=1)(C(C)(C)C)(C)C.C1COCC1>C(O)(=O)C>[OH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:23]([O-:25])=[O:24])=[C:17]([C:19](=[O:22])[CH:20]=[CH2:21])[CH:18]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 53908178HCID 53908178, compound

Product 1

HCID 67603645HCID 67603645, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-(5'-[3"-(t-Butyidimethylsilyloxy)propyloxy]-2'-nitrophenyl]-2-propen-1-one (the compound of Example 31-(2)) (1.84 g) is mixed with THF (20 ml) and 50% aqueous acetic acid solution (30 ml), and the mixture is stirred at room temperature overnight. The reaction solution is concentrated under reduced pressure, and the residue is purified by silica gel column chromatography to give 1-[5'-(3"-hydroxypropyloxy)-2'-nitrophenyl]-2-propen-1-one (1.26 g).

Workup

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. customthe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-42bd89733919410b9a1c61983f579531
Source dataset
uspto-grants-1998_11
Patent number
US05837673

Reaction notes

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