Ammonia → HCID 12383521, compound

HRID 1191187Notes

Reaction equation

HRID 1191187 reaction equation
N.Br[C:3]1[O:7][C:6]([C:8]([OH:10])=[O:9])=[CH:5][C:4]=1[C:11]([CH3:14])([CH3:13])[CH3:12]>[Zn]>[C:11]([C:4]1[CH:5]=[C:6]([C:8]([OH:10])=[O:9])[O:7][CH:3]=1)([CH3:14])([CH3:12])[CH3:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12289779HCID 12289779, compound

Product 1

HCID 12383521HCID 12383521, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The title compound was prepared according to the procedure as described in Gilman, H., et al., J. Am. Chem. Soc., 1935, Vol. 57, pp 909-912, more particularly, as described on page 910) by treating a dilute aqueous NH3 solution (made by dilution of 1 mL of 29.3% aqueous NH3 with 9 mL of H2O) of 5-bromo-4-tert-butyl-furan-2-carboxylic acid (500 mg, 2.02 mmol, prepared as described in Example K, Step B) with Zn dust (265 mg, 4.05 mmol) to yield the title compound. 1H-NMR (400 MHz, CDCl3) δ: 7.40 (d, J=1.0 Hz, 1H), 7.28 (d, J=1.2 Hz, 1H), 1.26 (s, 9H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-1765141146a04924ae93b7fe2cb98932
Source dataset
uspto-grants-2014_03
Patent number
US08680098B2

Reaction notes

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