Reserpine → 4-Bromo-2-methyl-1-phenoxybenzene

HRID 51581

반응식

HRID 51581 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.[C:10]1(B(O)O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.BrC1C=CC(OC2C=CC=CC=2)=C(Cl)C=1.CO[C@@H]1[C@@H](C(OC)=O)[C@@H]2[C@@H](CN3[C@H](C2)C2NC4C=C(OC)C=CC=4C=2CC3)C[C@H]1OC(C1C=C(OC)C(OC)=C(OC)C=1)=O>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:4]([CH3:9])[CH:3]=1

참가 물질

6

반응물 4

HCID 5770ReserpineHCID 168964-Bromo-2-methylphenolHCID 66827Phenylboronic AcidHCID 227363094-Bromo-2-chloro-1-phenoxybenzene

생성물 1

HCID 227362534-Bromo-2-methyl-1-phenoxybenzene수율 35%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The title compound was prepared in a 35% yield from 4-bromo-2-methylphenol and phenyl boronic acid in a manner similar to that described for the preparation of 4-bromo-2-chloro-1-phenoxybenzene: 1H NMR (DMSO-d6, 400 MHz) δ 7.54(s, 1H), 7.35(m, 3H), 7.12(t, 1H), 6.93(d, 2H), 6.82(d, 2H), 2.18(s, 3H); RP-HPLC (Hypersil HS, 5 μm, 100 A, 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 mmin) tr 14.25min.

출처 및 근거

ORD 기록
ord-61cf25a4cfa74d5ebe507117971a32dd
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713474B2

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