5-broMo-3-fluorobenzene-1,2-diol

Product Name: 5-broMo-3-fluorobenzene-1,2-diol
CAS No.: 876861-29-9
Chemical Name: 5-broMo-3-fluorobenzene-1,2-diol
Synonyms: 1,10-Phenanthroline-5,8-dione;5-broMo-3-fluorobenzene-1,2-diol;1,2-Benzenediol, 5-bromo-3-fluoro-
CBNumber: CB62595423
Molecular Formula: C6H4BrFO2
Formula Weight: 207
MOL File: 876861-29-9.mol

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5-broMo-3-fluorobenzene-1,2-diol Property

Boiling point:: 263.2±35.0 °C(Predicted)
Density: 1.940±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
pka: 7.84±0.15(Predicted)
Appearance: White to off-white Solid

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Safety

HS Code: 2908190090

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B688745
Product name: 5-Bromo-3-fluorobenzene-1,2-diol
Packaging: 100mg
Price: $85
Updated: 2021/12/16

TRC

Product number: B688745
Product name: 5-Bromo-3-fluorobenzene-1,2-diol
Packaging: 5g
Price: $1375
Updated: 2021/12/16

ChemScene

Product number: CS-0060186
Product name: 5-Bromo-3-fluorobenzene-1,2-diol
Packaging: 100mg
Price: $56
Updated: 2021/12/16

Apolloscientific

Product number: PC201341
Product name: 5-Bromo-3-fluorobenzene-1,2-diol
Purity: 95+%
Packaging: 100mg
Price: $89
Updated: 2021/12/16

ChemScene

Product number: CS-0060186
Product name: 5-Bromo-3-fluorobenzene-1,2-diol
Packaging: 250mg
Price: $90
Updated: 2021/12/16

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5-broMo-3-fluorobenzene-1,2-diol Chemical Properties,Usage,Production

Uses

5-Bromo-3-fluorobenzene-1,2-diol is used as a reagent in the synthesis of N-(hydroxy(pyrrolidinyl)propanyl)pyrrolidinecarboxamide derivatives as glucosylceramide synthase inhibitors.5-Bromo-3-fluorobenzene-1,2-diol is also used in the preparation of 5,5-disubstituted-2-iminopyrrolidine derivatives as thrombin receptor antagonists.

Synthesis

251300-28-4

876861-29-9

General procedure for the synthesis of 5-bromo-3-fluoro-2-hydroxybenzene-1,2-diol from 5-bromo-3-fluoro-2-hydroxybenzaldehyde: Water was added slowly and dropwise to a solution of 5-bromo-3-fluoro-2-hydroxybenzaldehyde (40 g, 183 mmol) in tetrahydrofuran (THF, 260 mL). Sodium hydroxide (NaOH) solution (0.05N, 720 mL, 37 mmol) was added at 0 °C, followed by 30% hydrogen peroxide (H2O2) solution (90 mL). The reaction mixture was stirred at room temperature for 2 hours, then a second portion of 30% hydrogen peroxide (90 mL) was added. After continued stirring for 4 hours, the mixture was cooled to 0°C and washed with cold water. The pH was adjusted to 10-11 by adding sodium hydroxide solution (2N, 112 mL) and stirring was continued for 0.5 h. The reaction was subsequently quenched with concentrated hydrochloric acid (HCl). The pH was adjusted to 2-3 with hydrochloric acid at 0 °C. The reaction mixture was extracted with dichloromethane (250 mL x 3), the organic phases were combined and washed with brine (300 mL x 2), dried over anhydrous sodium sulfate (Na2SO4), and concentrated to give 5-bromo-3-fluorobenzene-1,2-diol (37 g, 98% yield) as a yellow oil. lc-MS (m/z): 205 [ M-H]-.

References

[1] Patent: WO2015/42397, 2015, A1. Location in patent: Paragraph 000236
[2] Patent: EP1780192, 2007, A1. Location in patent: Page/Page column 11
[3] Patent: WO2017/176960, 2017, A1. Location in patent: Paragraph 00730
[4] Patent: WO2015/65937, 2015, A1. Location in patent: Paragraph 000213
[5] Patent: WO2016/145153, 2016, A1. Location in patent: Paragraph 000179

5-broMo-3-fluorobenzene-1,2-diol Preparation Products And Raw materials

Raw materials

Preparation Products

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876861-29-9, 5-broMo-3-fluorobenzene-1,2-diolRelated Search:

5-broMo-3-fluorobenzene-1,2-diol

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1,10-Phenanthroline-5,8-dione

876861-29-9