Uracil → Benzyl chloromethyl ether

HRID 1838443

Reaction equation

HRID 1838443 reaction equation
F[C:2](F)(F)[C:3]1NC(=O)N[C:5](=[O:10])[CH:4]=1.N1[CH:18]=[CH:17][C:16](=O)NC1=O.C[Si](C)(C)CCO[CH2:26][Cl:27]>>[CH2:5]([O:10][CH2:26][Cl:27])[C:4]1[CH:3]=[CH:2][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 1174UracilHCID 2338906-(Trifluoromethyl)uracilHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl ether

Product 1

HCID 137983Benzyl chloromethyl ether

Procedure

In a similar manner to the procedures described in Reference Example 3, reactions were carried out using 6-trifluoromethylpyrimidine-2,4-dione, instead of pyrimidine-2,4-dione, and using 2-(trimethylsilyl)ethoxymethyl chloride, instead of benzyloxymethyl chloride, to give the title compound (yield 48%) as a colorless oil. 1H-Nuclear magnetic resonance spectrum (270 MHz, CDCl3) δ ppm: 8.84 (1H, br.s), 6.24 (1H, d, J=2 Hz), 5.32 (2H, s), 3.73-3.68 (2H, m), 0.97-0.90 (2H, m), 0.01 (9H, s).

Sources & evidence

ORD record
ord-4e3eda8a0b684396a66041b38523872a
Source dataset
uspto-grants-2004_01
Patent number
US06673804B1

Linked notes

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