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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List 4-bromo-N-methoxy-N,2-dimethylbenzamide
178313-45-6

4-bromo-N-methoxy-N,2-dimethylbenzamide synthesis

4synthesis methods
21900-45-8 Synthesis
Benzoyl chloride, 4-bromo-2-methyl-

21900-45-8
19 suppliers
inquiry

6638-79-5 Synthesis
N,O-Dimethylhydroxylamine hydrochloride

6638-79-5
596 suppliers
$6.00/25g

4-bromo-N-methoxy-N,2-dimethylbenzamide

178313-45-6
9 suppliers
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Yield:178313-45-6 95%

Reaction Conditions:

with pyridine in dichloromethane;acetonitrile at 0 - 20; for 6.33333 h;

Steps:



Intermediate 8: (R)-2-(4-bromo-2-methylphenyl)propan-l-ol; Intermediate 8A:; [00211] To a suspension of 4-bromo-2-methylbenzoic acid (30.5 g, 142 mmol) in DCM (250 mL), were added oxalyl chloride (14.9 mL, 170 mmol) and DMF (20 μL, 0.258 mmol). The suspension was stirred at rt for 9 h, then concentrated to afford the acid chloride (33.1 g, quantitative) as an off-white crystalline solid. To a mixture of N,O-Dimethylhydroxylamine hydrochloride (16.60 g, 170 mmol) and pyridine (34.4 mL, 425 mmol) in DCM (250 mL) and acetonitrile (50 mL) at 0 0C, was added a solution of the acid chloride prepared above in DCM (100 mL), dropwise over 20 min. The resultant suspension was removed from the ice bath and was stirred at rt for 6 h. The reaction mixture was washed with 2N HCl (2x), H2O and brine, dried (Na2SO4), filtered through 1" SiO2 and concentrated to afford Intermediate 8A (34.6 g, 134 mmol, 95 % yield) as a light brown oil. MS (ESI) m/z 258.1 (M+H)+.

References:

WO2008/79836,2008,A2 Location in patent:Page/Page column 93-94

68837-59-2 Synthesis
4-Bromo-2-methylbenzoic acid

68837-59-2
349 suppliers
$5.00/1g

6638-79-5 Synthesis
N,O-Dimethylhydroxylamine hydrochloride

6638-79-5
596 suppliers
$6.00/25g

4-bromo-N-methoxy-N,2-dimethylbenzamide

178313-45-6
9 suppliers
inquiry

References
21900-45-8 Synthesis
Benzoyl chloride, 4-bromo-2-methyl-

21900-45-8
19 suppliers
inquiry

N-methoxymethylamine

1117-97-1
71 suppliers
inquiry

4-bromo-N-methoxy-N,2-dimethylbenzamide

178313-45-6
9 suppliers
inquiry

References
68837-59-2 Synthesis
4-Bromo-2-methylbenzoic acid

68837-59-2
349 suppliers
$5.00/1g

4-bromo-N-methoxy-N,2-dimethylbenzamide

178313-45-6
9 suppliers
inquiry

References