Boron tribromide → HCID 60167428, compound

HRID 574302Notes

Reaction equation

C[O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH:7]([N:13]([CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[CH2:14][CH2:15][CH3:16])[CH2:8]2.B(Br)(Br)Br>>[N:19]1([CH2:18][CH2:17][N:13]([CH2:14][CH2:15][CH3:16])[CH:7]2[CH2:6][CH2:5][C:4]3[C:3]([OH:2])=[CH:12][CH:11]=[CH:10][C:9]=3[CH2:8]2)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 67503454HCID 67503454, compound

Product 1

HCID 60167428HCID 60167428, compoundYield 78%

Procedure

This compound was prepared from 38b (4.2 g, 12.6 mmol), and boron tribromide (39 ml) following Procedure F to give 39b (3.1 g, 78%). 1H NMR (400 MHz, CDCl3) 0.99-1.02 (t, 3H, 7.6 Hz), 1.28-1.30 (m, 2H), 1.71-1.83 (m, 3H), 2.26-2.29 (m, 1H), 2.57-2.06 (m, 1H), 2.72-2.77 (m, 4H), 2.97-3.07 (m, 5H), 3.16-3.21 (m, 9H), 6.58-6.59 (d, 1H, J=8 Hz), 6.61-6.28 (m, 1H, J=8 Hz), 6.92-6.95 (t, 1H, J=Hz).

Sources & evidence

ORD record: ord-94b587945f6a4c5b8891cbe7d668b252
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09034877B2

Reaction notes

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