ChemicalBook > CAS DataBase List > 6-BROMO-2,3-DIHYDRO-BENZOFURAN

6-BROMO-2,3-DIHYDRO-BENZOFURAN

Product Name
6-BROMO-2,3-DIHYDRO-BENZOFURAN
CAS No.
189035-22-1
Chemical Name
6-BROMO-2,3-DIHYDRO-BENZOFURAN
Synonyms
6-BROMO-2,3-DIHYDRO-BENZOFURAN;Benzofuran, 6-bromo-2,3-dihydro-;6-Bromo-2,3-dihydrobenzo[b]furan;6-broMo-2,3-dihydro-1-benzofuran
CBNumber
CB2843337
Molecular Formula
C8H7BrO
Formula Weight
199.04
MOL File
189035-22-1.mol
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6-BROMO-2,3-DIHYDRO-BENZOFURAN Property

Boiling point:
239.8±29.0 °C(Predicted)
Density 
1.582±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Appearance
White to off-white Solid
InChI
InChI=1S/C8H7BrO/c9-7-2-1-6-3-4-10-8(6)5-7/h1-2,5H,3-4H2
InChIKey
BQWBDYZMUCSEHK-UHFFFAOYSA-N
SMILES
O1C2=CC(Br)=CC=C2CC1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B613580
Product name
6-Bromo-2,3-dihydrobenzofuran
Packaging
50mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
9851AA
Product name
6-Bromo-2,3-dihydrobenzofuran
Packaging
100mg
Price
$111
Updated
2021/12/16
AK Scientific
Product number
9851AA
Product name
6-Bromo-2,3-dihydrobenzofuran
Packaging
1g
Price
$367
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0352518
Product name
6-BROMO-2,3-DIHYDRO-BENZOFURAN
Purity
95.00%
Packaging
5MG
Price
$495.63
Updated
2021/12/16
Chemenu
Product number
CM158819
Product name
6-Bromo-2,3-dihydrobenzofuran
Purity
95%
Packaging
1g
Price
$561
Updated
2021/12/16
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6-BROMO-2,3-DIHYDRO-BENZOFURAN Chemical Properties,Usage,Production

Uses

6-Bromo-2,3-dihydrobenzofuran is used in the preparation of 2-alkylamino nicotinamide analogs as orally active ghrelin receptor (ghrelinR) inverse agonists.

Synthesis

377091-18-4

189035-22-1

GENERAL STEPS: A hexane solution of 1.6 M n-butyllithium (21.84 mL, 34.94 mmol) was slowly added dropwise to a solution of tetrahydrofuran (THF, 200 mL) of 1,4-dibromo-2-(2-bromoethoxy)benzene (10.45 g, 29.12 mmol) under argon protection, maintaining the reaction temperature at -78 °C. The reaction was carried out by stirring the reaction mixture for 30 minutes. After dropwise addition, the reaction mixture was continued to be stirred at -78 °C for 30 min, followed by warming up to 0 °C and stirring for 2 hours. After completion of the reaction, the mixture was poured into ice water and the pH was adjusted to 3 with 2 N hydrochloric acid. next, the aqueous phase was extracted three times with a solvent mixture of ethyl acetate/hexane (3:1, v/v). The organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography using gradient elution (2%→8% ethyl acetate/hexane) to afford 6-bromo-2,3-dihydrobenzofuran (4.57 g, 22.96 mmol, 79% yield) as a white solid.

References

[1] Patent: WO2009/7399, 2009, A1. Location in patent: Page/Page column 86
[2] Patent: EP2862571, 2015, A1. Location in patent: Paragraph 0146; 0147
[3] Patent: US2015/166559, 2015, A1. Location in patent: Paragraph 0200; 0201
[4] Patent: TW2016/2105, 2016, A. Location in patent: Paragraph 1108
[5] Patent: US2010/16297, 2010, A1. Location in patent: Page/Page column 34

6-BROMO-2,3-DIHYDRO-BENZOFURAN Preparation Products And Raw materials

Raw materials

Preparation Products

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6-BROMO-2,3-DIHYDRO-BENZOFURAN Suppliers

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