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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32080Generated: October 28, 2026

Dimethylformamide → HCID 59486383, compound

https://huagongshe.com/reaction/32080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant133277-10-8HCID 10064926—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59486383HCID 59486383—

Reaction Conditions

Temperature-78 °C

Reaction Steps

(6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester (Step C) (1.080 g, 3.311 mmol) was dissolved in THF (30 mL) and cooled to −78° C. n-Butyllithium (2.5 M) (3.311 mL, 8.276 mmol) was added drop-wise to the stirred solution. The reaction was stirred at −78° C. for 30 min and DMF (1.282 mL, 16.55 mmol) was added drop-wise and the mixture was slowly warmed to RT overnight. The reaction was quenched with saturated aqueous NH4Cl solution and extracted with EtOAc. The combined organics were dried over MgSO4 and concentrated in vacuo to afford the crude material, which was purified by flash column chromatography to furnish the pure title compound. MS (APCI pos) 217 (M-t-Bu).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425631B2
Source datasetuspto-grants-2008_09
ORD IDord-fea7335b68e84aff8f79d6203751b877
Source noteuspto-grants-2008_09