Carbon tetrabromide → 2-(1-Bromopropyl)-6-chloropyridine

HRID 932174ノート

反応式

HRID 932174 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([CH:8](O)[CH2:9][CH3:10])[CH:5]=[CH:4][CH:3]=1.C(Br)(Br)(Br)[Br:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[Br:13][CH:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[N:7]=1)[CH2:9][CH3:10]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 585740021-(6-Chloropyridin-2-yl)propan-1-ol

生成物 1

HCID 585733532-(1-Bromopropyl)-6-chloropyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1-(6-chloropyridin-2-yl)propan-1-ol (0.497 g, 2.90 mmol), CBr4 (1.2 g, 3.62 mmol) and triphenylphosphine (0.987 g, 3.76 mmol) in 25 mL of THF was stirred at room temperature for 2 h. The solid was filtered off and washed with THF. The filtrate was concentrated and residue was purified by chromatography on silica gel, eluting with 10 to 50% EtOAc/hexane to provide the title compound. Mass Spectrum (ESI) m/z=236 (M+1).

後処理

  1. filtrationThe solid was filtered off
  2. washwashed with THF
  3. concentrationThe filtrate was concentrated
  4. customresidue was purified by chromatography on silica gel
  5. washeluting with 10 to 50% EtOAc/hexane

出典と根拠

ORDレコード
ord-8ea63e3f09a448928b79e46efb38be85
出典データセット
uspto-grants-2016_03
特許番号
US09296736B2

反応ノート

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