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

HRID 51578

反応式

HRID 51578 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F: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]([F:9])[CH:3]=1

参加物

6

反応物 4

HCID 5770ReserpineHCID 66827Phenylboronic AcidHCID 27249814-Bromo-2-fluorophenolHCID 227363094-Bromo-2-chloro-1-phenoxybenzene

生成物 1

HCID 227363164-Bromo-2-fluoro-1-phenoxybenzene収率 33%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

The title compound was prepared in a 33% yield from 4-bromo-2-fluorophenol 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 7.75(dd, 1H), 7.40(m, 3H), 7.15(m, 2H), 7.01(dd, 2H); MS MH+267.2; RP-HPLC (Hypersil HS, 5 μm, 100 A 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 13.57 min.

後処理

  1. customtr 13.57 min.

出典と根拠

ORDレコード
ord-57ff8a9bd30246adb911baf6f2074ac0
出典データセット
uspto-grants-2004_03
特許番号
US06713474B2

関連ノート

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