Boron tribromide → HCID 11172616, compound

HRID 2242858Notes

Reaction equation

[Cl:1][C:2]1[N:3]([C:11]2[CH:16]=[CH:15][C:14]([O:17]C)=[CH:13][CH:12]=2)[N:4]=[C:5]2[C:10]=1[CH:9]=[CH:8][CH:7]=[CH:6]2.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[N:3]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[N:4]=[C:5]2[C:10]=1[CH:9]=[CH:8][CH:7]=[CH:6]2

Participants

Conditions

Temperature: -78 °C

Procedure

To a solution of product from step 3 (5.0 g, 19.3 mmol) in CH2Cl2 (100 mL) was added boron tribromide (14.53 g, 58 mmol) at −78° C. over 5 min. The reaction mixture was stirred at −78° C. for 1 h, and then at room temperature for 18 h. The reaction was quenched with saturated aqueous NaHCO3 at 0° C., the product was collected on a filter, and washed with water. After dried under vacuum, the title compound (4.7 g, 99%) was obtained; MS (ESI+) m/z 245 (M+1, 100).

Workup

waitat room temperature for 18 h
customThe reaction was quenched with saturated aqueous NaHCO3 at 0° C.
customthe product was collected on a filter
washwashed with water
customAfter dried under vacuum

Sources & evidence

ORD record: ord-dd66f7a0c4d945c1b273d51818e8ed67
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07674802B2

Reaction notes

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