Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802973Generated: October 31, 2026

alpha-Bromo-o-fluorotoluene → HCID 66875008, compound

https://huagongshe.com/reaction/1802973

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
Reactant1,8-OctanediolHCID 69420—
Reactant(R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochlorideHCID 46223507—
ReactantHCID 66874216HCID 66874216—
ReactantHCID 66874799HCID 66874799—
ProductHCID 66875008HCID 66875008—

Reaction Steps

The title compound, m/e=397.4 ([M+H]+), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 2-fluorobenzyl bromide, leading to 8-(2-fluoro-benzyloxy)-octan-1-ol, which was oxidized in step 2 to 8-(2-fluoro-benzyloxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(2-fluoro-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349893B2
Source datasetuspto-grants-2013_01
ORD IDord-8ab6fb2d63a34fcc9c0ed32798d563e4
Source noteuspto-grants-2013_01