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Sodium Carbonate → 2'-Fluoro-4'-(methylsulfonyl)-4-biphenylol

HRID 423497
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HRID 423497 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.Br[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][C:13]=1[F:22].C([O-])([O-])=O.[Na+].[Na+]>COCCOC.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:22][C:13]1[CH:14]=[C:15]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:16]=[CH:17][C:12]=1[C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1
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참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27343604-Hydroxyphenylboronic acidHCID 467389084-Bromo-3-fluorophenyl methyl sulphone

생성물 1

HCID 666730152'-Fluoro-4'-(methylsulfonyl)-4-biphenylol수율 65%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매
HCID 8071
1,2-Dimethoxyethane
용매

실험 절차

2′-Fluoro-4′-(methylsulfonyl)-4-biphenylol (0.34 g, 65%) was prepared as an off-white solid from (4-hydroxyphenyl)boronic acid (0.30 g, 2.07 mmol), 1-bromo-2-fluoro-4-(methylsulfonyl)benzene (0.5 g, 1.98 mmol), 2M Na2CO3 (12 mL) and Pd(PPh3)4 (20 mg, 0.02 mmol) in DME (12 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CDCl3): δ 7.76 (dd, 1H, Ja=8.0 Hz, Jb=1.5 Hz), 7.74-7.69 (m, 1H), 7.64-7.58 (m, 1H), 7.47 (d, 2H, J=7.1 Hz), 6.94 (d, 2H, J=8.5 Hz), 4.94 (bs, 1H), 3.10 (s, 3H); LRMS (ESI), m/z 267 (M+H).

출처 및 근거

ORD 기록
ord-61eaa71004374bd5953be58ac64ea35c
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101634B2

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