4-(Bromomethyl)benzoic acid → HCID 2608779, compound

HRID 1258994Notes

Reaction equation

HRID 1258994 reaction equation
Br[CH2:2]C1C=CC(C(O)=O)=CC=1.[H-].[Na+].[CH2:14]([O:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=1)[CH2:15]C=C>C(O)(C)C>[CH:14]([O:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:27][CH:28]=1)([CH3:15])[CH3:2]

Participants

5

Reactant 3

HCID 225994-(Bromomethyl)benzoic acidHCID 24758Sodium hydrideHCID 221369964-But-3-enyloxymethyl-benzoic acid

Product 1

HCID 2608779HCID 2608779, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The reaction of isopropanol and 4-Bromomethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 4-Isopropoxymethyl-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 7.89 (d, J=8.2, 2 arom.H); 7.41 (d, J=8.2, 2 arom.H); 4.51 (s, OCH2C6H4—); 3.63 (m, CH(CH3)2); 1.14 (d, CH(CH3)2). 13C-NMR (100 MHz, d6-DMSO): 167.24 (—C═O); 144.47; 129.52; 129.23 (2 arom.C); 126.93 (2 arom. C); 70.67; 68.47; 22.00 (2 C).

Sources & evidence

ORD record
ord-f4a4cc8f9f284d6882ed4ca35aaf7c5c
Source dataset
uspto-grants-2013_06
Patent number
US08466199B2

Reaction notes

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