HCID 86752382, compound → HCID 86752383, compound

HRID 1417780Notes

Reaction equation

HRID 1417780 reaction equation
[OH:1][CH2:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([N+:18]([O-:20])=[O:19])[CH:4]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>>[CH:2]([C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([N+:18]([O-:20])=[O:19])[CH:4]=1)=[O:1]

Participants

3

Reactant 2

HCID 86752382HCID 86752382, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86752383HCID 86752383, compoundYield 63.1%

Procedure

4-[4-(Hydroxymethyl)2-nitrophenoxy]butanoic acid, ethyl ester (300 mg, 1.06 mmol) is treated with 799 mg (3.71 mmol) of pyridinium chlorochromate by the procedure described in Example 5 to give 188 mg (63%) of 4-(4-formyl-2-nitrophenoxy)butanoic acid, ethyl ester as a colorless oil. The 1H NMR (300 MHz, CDCl3) is consistent with the desired product; IR (neat) 1730, 1700, 1610, 1570 cm-1 ; MS (CI) m/e 282 (M+H).

Sources & evidence

ORD record
ord-23d288ac5e4940c9ab75dcfc2a57839a
Source dataset
uspto-grants-1999_03
Patent number
US05877296

Reaction notes

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