Allyl Alcohol → HCID 25056514, compound

HRID 1258991Notes

Reaction equation

HRID 1258991 reaction equation
C(O)C=C.ClCC1C=C(C=CC=1)C(O)=O.[H-].[Na+].[CH3:18][C:19](=C)[CH2:20][O:21][CH2:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([OH:28])=[O:27]>>[CH2:20]([O:21][CH2:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([OH:28])=[O:27])[CH:19]=[CH2:18]

Participants

5

Reactant 4

HCID 7858Allyl AlcoholHCID 24758Sodium hydrideHCID 2417523-(Chloromethyl)benzoic acidHCID 25056515HCID 25056515, compound

Product 1

HCID 25056514HCID 25056514, compound

Procedure

The reaction of allyl alcohol and 3-chloromethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 37 to give 3-Allyloxymethyl-benzoic acid as colorless oil. 1H-NMR (400 MHz, d6-DMSO): 7.90 (m, 1 arom.H); 7.85 (m, 1 arom.H); 7.55 (m, 1 arom.H); 7.47 (m, 1 arom.H); 5.92 (m, —CH═CH2); 5.30, 5.16 (2 d-like, —CH═CH2); 4.52 (s, —OCH2—C6H4); 4.00 (d-like, CH2═CHCH2O). 13C-NMR (100 MHz, d6-DMSO): 167.24 (—C═O); 138.98; 135.04; 131.77; 130.80; 128.56; 128.34; 128.14; 116.60; 70.70; 70.55.

Sources & evidence

ORD record
ord-9832afb283f8407db77cb815aa3d7fff
Source dataset
uspto-grants-2013_06
Patent number
US08466199B2

Reaction notes

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