Hydrochloric Acid → 1-Chloro-3-phenoxypropan-2-one

HRID 412739Notes

Reaction equation

[O:1]([CH2:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:12].[CH3:13]COCC>>[Cl:12][CH2:13][C:9](=[O:10])[CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 3283Diethyl Ether

HCID 69703Phenoxyacetyl chloride

Product 1

HCID 116224561-Chloro-3-phenoxypropan-2-one

Procedure

The synthesis of 2,4-diamino-4-phenoxymethylfuro[2,3-d]pyrimidin-4-one12 is shown in FIG. 20. Phenoxyacetyl chloride 10 was reacted with CH2N2 in the presence of gaseous hydrogen chloride and ether to produce 1-chloro-3-phenoxy-2-propanone 11. 1-chloro-3-phenoxy-2-propanone 11 was reacted with 2,6-diamino-3H-pyrimidin-4-one 1 to produce 2,4-diamino-4-phenoxymethylfuro[2,3-d]pyrimidin-4-one 12 at a 39% yield.

Sources & evidence

ORD record: ord-ca93cb12c5ca4c70b0f3a7542f976b24
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06562969B1

Reaction notes

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