Sodium Hydroxide → HCID 57949645, compound

HRID 2427495Notes

Reaction equation

HRID 2427495 reaction equation
[Br:1][C:2]1[CH:9]=[C:8]([CH3:10])[C:5]([C:6]#[N:7])=[C:4]([O:11][CH3:12])[CH:3]=1.[OH-:13].[Na+]>CO>[Br:1][C:2]1[CH:9]=[C:8]([CH3:10])[C:5]([C:6]([NH2:7])=[O:13])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 454803844-bromo-2-methoxy-6-methylbenzonitrile

Product 1

HCID 57949645HCID 57949645, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Bromo-2-methoxy-6-methyl benzonitrile (7.3 g, 32.4 mmol) was stirred in MeOH (100 mL) and 5N NaOH (100 mL) at 100° C. for 12 hours. The reaction was cooled to room temperature and the methanol was removed under reduced pressure. The reaction mixture was extracted with CH2Cl2 and the solvent was removed under reduced pressure to yield the product (7.13 g, 90%). 1H NMR (300 MHz, CDCl3): δ 7.03 (d, 1H), 6.94 (d, 1H), 5.83 (br s, 2H), 3.85 (s, 3H), 2.39 (s, 3H).

Workup

  1. customthe methanol was removed under reduced pressure
  2. extractionThe reaction mixture was extracted with CH2Cl2
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d43eeb57947f49f49ffdc57d393ffec6
Source dataset
uspto-grants-2011_06
Patent number
US07968570B2

Reaction notes

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