Sodium hydride → HCID 17606045, compound

HRID 1258998Notes

Reaction equation

HRID 1258998 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[H-].[Na+].[CH2:14]([O:18]CC1C=CC(C(O)=O)=CC=1)[CH2:15][CH:16]=C>C(O)CC>[CH2:14]([O:18][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])[CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 2417523-(Chloromethyl)benzoic acidHCID 221369964-But-3-enyloxymethyl-benzoic acid

Product 1

HCID 17606045HCID 17606045, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

The reaction of propanol and 3-Chloromethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 3-propoxymethyl-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 7.89 (m, 1 arom.H); 7.84 (m, 1 arom.H); 7.53 (m, 1 arom.H); 7.46 (m, 1 arom.H); 4.50 (s, OCH2C6H4—); 3.38 (t, CH3CH2CH2O); 1.54 (m, CH3CH2CH2O); 0.87 (t, CH3CH2CH2O). 13C-NMR (100 MHz, d6-DMSO): 167.25 (—C═O); 139.31; 131.63; 130.77; 128.51; 128.22; 128.01; 71.40; 71.16; 22.43; 10.56.

Sources & evidence

ORD record
ord-deee9f77039b4c95a616e2e6576a4b78
Source dataset
uspto-grants-2013_06
Patent number
US08466199B2

Reaction notes

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