Thionyl Chloride → 5-Benzyl-4-chloromethyloxazole

Reaction equation

[CH2:1]([C:8]1[O:12][CH:11]=[N:10][C:9]=1[C:13](O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C1OC=NC=1CO)C1C=CC=CC=1.S(Cl)([Cl:32])=O>>[CH2:1]([C:8]1[O:12][CH:11]=[N:10][C:9]=1[CH2:13][Cl:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 24386Thionyl Chloride

HCID 15555621HCID 15555621, compound

HCID 205576065-Benzyl-4-hydroxymethyloxazole

Product 1

HCID 205578365-Benzyl-4-chloromethyloxazole

Procedure

5-Benzyl-4-oxazolecarboxylic acid is converted to 5-benzyl-4-hydroxymethyloxazole by the procedure of Example 135. Treating this hydroxymethyl compound with thionyl chloride gives 5-benzyl-4-chloromethyloxazole.

Sources & evidence

ORD record: ord-425d2671bc1640a6b5421cd4258c4745
Source dataset: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04221802

Reaction notes

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