Ethyl chloroacetate → HCID 70223099, compound

HRID 635502Notes

Reaction equation

HRID 635502 reaction equation
[C:1]([CH:5]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6](Cl)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([C:20]1C=CC=C[C:21]=1[O-:22])(C)(C)C.[Na+].ClCC(OCC)=O>>[C:1]([CH:5]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([O:22][CH2:21][CH3:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 7751Ethyl chloroacetateHCID 23680164Sodium 2-tert-butylphenolateHCID 86756415HCID 86756415, compound

Product 1

HCID 70223099HCID 70223099, compound

Procedure

The synthesis of this product required the preparation of t-butylphenoxyacetyl chloride from sodium t-butylphenoxide and ethyl chloroacetate. The ethyl t-butylphenoxyacetate obtained is cleaved with potassium hydroxide in order to liberate the t-butylphenoxyacetic acid. The acid chloride is obtained by heating this acid in thionyl chloride. After removing the excess thionyl chloride, the t-butylphenoxyacetyl chloride is reacted with deoxyguanosine according to the procedure described by SCHULHOF et al. for 2-N-phenoxyacetyldeoxyguanosine [Nucleic Acids Res., 15(2), p. 397-415, (1987)].

Workup

  1. customThe synthesis of this product

Sources & evidence

ORD record
ord-f0e45b5caae2421795f409aed45a2bad
Source dataset
uspto-grants-2001_02
Patent number
US06187914B1

Reaction notes

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