Bromide ion → (2-Methoxy-4-nitrobenzyl)(triphenyl)phosphonium bromide

HRID 11148

반응식

HRID 11148 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[CH2:12]O.[BrH:14].[Br-].[C:16]1([P:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)(=O)C.C(Cl)Cl.C1C=CC=CC=1>[Br-:14].[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[CH2:12][P+:22]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

참가 물질

7

반응물 4

HCID 259Bromide ionHCID 260Hydrogen BromideHCID 11776TriphenylphosphineHCID 104877012-Methoxy-4-nitrobenzyl alcohol

생성물 1

HCID 87898968(2-Methoxy-4-nitrobenzyl)(triphenyl)phosphonium bromide수율 84%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 23443464Methane, dichloro-, compd. with benzene (1:1)용매

실험 절차

Bromination of (2-methoxy-4-nitrophenyl)methanol with 30% HBr in acetic acid, followed by reaction of the crude bromide with triphenylphosphine, using the procedure described in example 112, except that the conditions for the displacement were 3 days at 20° C. followed by 1 day at 55° C., gave the phosphonium salt (582) (84%) as a yellow solid, mp (CH2Cl2/benzene) 194–196° C. 1H NMR (CDCl3) δ 7.83–7.63 (m, 17H), 7.45 (br s, 1H), 5.52 (d, J=15.0 Hz, 2H). Found: C, 61.10; H, 4.73; N, 3.05. C26H23BrNO3P requires C, 61.43; H, 4.56; N, 2.76.

후처리

  1. waitfollowed by 1 day at 55° C.

출처 및 근거

ORD 기록
ord-9d994210277644129c424413fa4c52d0
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094798B1

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