Hydrogen Bromide → HCID 22290102, compound

HRID 1270569Notes

Reaction equation

HRID 1270569 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([P:9](=[O:28])([C:20]2[CH:25]=[CH:24][C:23]([O:26]C)=[CH:22][CH:21]=2)[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.Br.[Br-].[K+].S([O-])([O-])=O.[Na+].[Na+].CBr>>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([P:9](=[O:28])([C:20]2[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=2)[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 5

HCID 260Hydrogen BromideHCID 6323Methyl BromideHCID 24437Sodium SulfiteHCID 253877Potassium BromideHCID 22290126HCID 22290126, compound

Product 1

HCID 22290102HCID 22290102, compoundYield 82%

Procedure

Bis(4-methoxyphenyl)(1-naphthyl)phosphine oxide (352 g, 0.906 mol), hydrobromic acid (1474 g, 48%, 8.74 mol), and potassium bromide (45 g, 0.378 mol) were heated at 110° C. for 96 h. The flask was fitted with a sodium sulfite scrubber for containment of methyl bromide. The mixture was worked up to give the product as a brown solid (267 g, 82% yield). 31P NMR (d6-DMSO): δ 35.19 (s, 5.2%), 30.96 (s, 74.4%), 27.16 (s, 19.3%). m.p. (DSC): 114.7° C.

Sources & evidence

ORD record
ord-eaed489785aa4a3884665d006da5b530
Source dataset
uspto-grants-2007_04
Patent number
US07202311B2

Reaction notes

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