Boron tribromide → 4-(4-Thiazol-2-yl-phenoxy)-phenol

HRID 1669510Notes

Reaction equation

C[O:2][C:3]1[CH:20]=[CH:19][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[S:15][CH:16]=[CH:17][N:18]=3)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>>[S:15]1[CH:16]=[CH:17][N:18]=[C:14]1[C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:19]=[CH:20][C:3]([OH:2])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 11055160HCID 11055160, compound

Product 1

HCID 109893044-(4-Thiazol-2-yl-phenoxy)-phenolYield 75%

Procedure

The title compound was prepared from the product from step 4 (0.74 g, 2.5 mmol) and BBr3 (1M in CH2Cl2, 7.5 mL, 7.5 mmol) using the Step 2 procedure with 75% yield (0.5 g). 1HNMR (400 MHz, CDCl3) δ 6.78 (d, J=8 Hz, 1H), 6.84 (m, 3H), 6.95 (m, 4H), 7.29 (d, J=3.6 Hz, 1H), 7.83 (d, J=3.6 Hz, 1H), 7.88 (d, J=8.8 Hz, 2H).

Sources & evidence

ORD record: ord-3ae6d128ebfa44b9acd9e28257a42f32
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989480B2

Reaction notes

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