tert-Butyl bromoacetate → HCID 20028930, compound

HRID 2118586Notes

Reaction equation

HRID 2118586 reaction equation
[Cl:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.Br[CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>C(Cl)Cl.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[C:12]([O:11][C:9]([CH2:8][N:3]1[CH:4]=[CH:5][N:6]=[C:2]1[Cl:1])=[O:10])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 27733282-chloro-1H-imidazole

Product 1

HCID 20028930HCID 20028930, compound

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 6344DichloromethaneSolvent

Procedure

The starting material was prepared by reaction of 2-chloroimidazole with t-butyl bromoacetate in CH2Cl2 /aqueous sodium hydroxide in presence of tetra-n-butyl ammonium hydrogen sulphate to give 1-t-butoxycarbonylmethyl-2-chloroimidazole. Reaction of this compound with trimethyloxonium tetrafluoroborate in CH2Cl2 gave 1-t-butoxycarbonylmethyl-2-chloro-3-methylimidazolium tetrafluoroborate; n.m.r. in d6DMSO: 1.5 (s, 9H); 3.9 (s, 3H); 5.17 (s, 2H); 7.81 (d, 1H): 7.85 (d, 1H).

Sources & evidence

ORD record
ord-cc4afa283278458cb385d75f511a825c
Source dataset
uspto-grants-1987_07
Patent number
US04678781

Reaction notes

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