Methyl 4-fluorosalicylate → Methyl 4-fluoro-2-(3-tert-butoxycarbonylaminopropoxy)benzoate

HRID 1787902Notes

Reaction equation

HRID 1787902 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:12])[CH:3]=1.[C:13]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23]O)=[O:19])([CH3:16])([CH3:15])[CH3:14]>CCOCC>[C:13]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][O:12][C:4]1[CH:3]=[C:2]([F:1])[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])=[O:19])([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 2775386Methyl 4-fluorosalicylateHCID 3838134tert-butyl N-(3-hydroxypropyl)carbamate

Product 1

HCID 57602453Methyl 4-fluoro-2-(3-tert-butoxycarbonylaminopropoxy)benzoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using a procedure equivalent to Example 1-F, methyl 4-fluoro-2-hydroxybenzoate and 3-(tert-butoxycarbonylamino)-propanol gave the ether product as a white solid (20.6 g, 84%).

Sources & evidence

ORD record
ord-56a1adc8b61e4717a5028e9720267380
Source dataset
uspto-grants-2009_03
Patent number
US07511066B2

Reaction notes

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