5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

Base Information

Chemical Name:5-bromo-3,4-dihydroxy-2-methylbenzaldehyde
CAS No.:351379-48-1
Molecular Formula:C₈H₇BrO₃
Molecular Weight:231.046
Hs Code.:

Synonyms:5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

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Chemical Property of 5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

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Technology Process of 5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

There total 1 articles about 5-bromo-3,4-dihydroxy-2-methylbenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 88122-12-7
3,4-dihydroxy-2-methylbenzaldehyde

: 351379-48-1
5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

Guidance literature:: With bromine; sodium acetate; acetic acid; In dichloromethane; at 0 - 20 ℃; for 10h;
DOI:10.1021/ol061192r

Reference yield:

: 351379-48-1
5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

: 886437-97-4
C₄₃H₄₃Cl₃N₂O₁₁

Guidance literature:: Multi-step reaction with 21 steps

1.1: Cs₂CO₃ / dimethylformamide / 12 h / 105 °C

2.1: m-chloroperbenzoic acid / 3 h / 25 - 64 °C

2.2: 78 percent / HCl / 12 h / 0 - 25 °C

3.1: 89 percent / triethylamine; 4-(dimethylamino)pyridine / 12 h / 25 °C

4.1: nBuLi / toluene; tetrahydrofuran / 0.33 h / -78 °C

4.2: 80 percent / toluene; tetrahydrofuran / 50 h / -78 °C

5.1: HCO₂H; triethylamine / Noyori (R,R)-catalyst / dimethylformamide / 24 h / 0 - 40 °C

5.2: diphenylphosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; dimethylformamide / 24 h / 50 °C

5.3: H₂ / Pd/C / ethyl acetate / 15 h / 25 °C

6.1: acetic acid; NaCNBH₃; MgSO₄ / methanol / 4 h / 0 - 65 °C

7.1: tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

8.1: 84 percent / NaH / dimethylformamide / 2 h / 0 - 25 °C

9.1: 90 percent / HCl / dioxane / 72 h / 0 - 25 °C

10.1: 85 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; triethylamine / CH₂Cl₂ / 24 h / 0 - 25 °C

11.1: 90 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; buffer solution / CH₂Cl₂ / 0.5 h / 25 °C / pH 7

12.1: 61 percent / Cu(OTf)2 / benzene / 0.25 h / 85 °C

13.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 5 h / 25 °C

14.1: 93 percent / tributyltin hydride; acetic acid / [(PPh₃)2PdCl₂] / 1 h / 0 - 25 °C

15.1: CHF₂COOH; MgSO₄ / benzene / 0.75 h / 100 °C

16.1: 100 percent / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

17.1: 92 percent / tetrabutylammonium iodide / toluene / 3 h / 110 °C

18.1: tetrabutylammonium fluoride / CH₂Cl₂ / 0.03 h / 0 °C

19.1: N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h

20.1: 2,2-dimethyldioxirane / CH₂Cl₂ / 1.5 h / 0 - 25 °C

21.1: NaCNBH₃ / 10 h

With hydrogenchloride; Difluoroacetic acid; dmap; n-butyllithium; formic acid; 2,2-dimethyldioxirane; buffer solution; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; tetra-(n-butyl)ammonium iodide; copper(II) bis(trifluoromethanesulfonate); sodium hydride; sodium cyanoborohydride; magnesium sulfate; caesium carbonate; Dess-Martin periodane; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; ((1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)ruthenium chloride(I) (4-cymene); In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1002/anie.200503983

Reference yield:

: 351379-48-1
5-bromo-3,4-dihydroxy-2-methylbenzaldehyde

: [7-(1-azido-2-benzyloxy-ethyl)-4-methyl-benzo[1,3]dioxol-5-yloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: Cs₂CO₃ / dimethylformamide / 12 h / 105 °C

2.1: m-chloroperbenzoic acid / 3 h / 25 - 64 °C

2.2: 78 percent / HCl / 12 h / 0 - 25 °C

3.1: 89 percent / triethylamine; 4-(dimethylamino)pyridine / 12 h / 25 °C

4.1: nBuLi / toluene; tetrahydrofuran / 0.33 h / -78 °C

4.2: 80 percent / toluene; tetrahydrofuran / 50 h / -78 °C

5.1: HCO₂H; triethylamine / Noyori (R,R)-catalyst / dimethylformamide / 24 h / 0 - 40 °C

5.2: diphenylphosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; dimethylformamide / 24 h / 50 °C

With dmap; n-butyllithium; formic acid; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; ((1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)ruthenium chloride(I) (4-cymene); In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.200503983