Hydrogen Bromide → p,p'-(Phenylphosphinylidene)bisphenol

HRID 967682

반응식

C[O:2][C:3]1[CH:8]=[CH:7][C:6]([P:9](=[O:24])([C:16]2[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][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:24])([C:16]2[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1

참가 물질

반응물 5

HCID 260Hydrogen Bromide

HCID 6323Methyl Bromide

HCID 24437Sodium Sulfite

HCID 253877Potassium Bromide

HCID 4589182Bis(4-methoxyphenyl)phenylphosphine oxide

생성물 1

HCID 69930p,p'-(Phenylphosphinylidene)bisphenol수율 74%

실험 절차

Bis(4-methoxyphenyl)phenylphosphine oxide mixture (2359 g, 6.97 mol), hydrobromic acid (48%, 8344 g, 49.5 mol), and potassium bromide (243 g, 2.04 mol) were stirred at 120° C. for 48 h. The flask was fitted with a sodium sulfite scrubber for containment of methyl bromide. The lower aqueous layer was removed and the product layer was worked up to afford bis(4-hydroxyphenyl)phenylphosphine oxide mixture as a tan powder (1601 g, 74%). m.p. (DSC): 93° C. 31P NMR (d6-DMSO): δ 27.7 (s, 24.7%); 27.5 (s, 47.7%); 27.4 (s, 25.4%); 27.2 (s, 2.2%).

후처리

customThe lower aqueous layer was removed

출처 및 근거

ORD 기록: ord-cbb93ae1f33d43af9a4ca7ccb58c4bb2
출처 데이터셋: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06955851B2

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