Carbon tetrabromide → 5-(Bromomethyl)-2-(difluoromethoxy)pyridine

HRID 594299ノート

反応式

HRID 594299 の反応式
[F:1][CH:2]([F:12])[O:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10]O)=[CH:6][CH:5]=1.C(Br)(Br)(Br)[Br:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:14][CH2:10][C:7]1[CH:6]=[CH:5][C:4]([O:3][CH:2]([F:12])[F:1])=[N:9][CH:8]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 69085050(6-(Difluoromethoxy)pyridin-3-yl)methanol

生成物 1

HCID 690853875-(Bromomethyl)-2-(difluoromethoxy)pyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (6-(difluoromethoxy)pyridin-3-yl)methanol (246 mg; 1.41 mmol) in anh. DCM (10 ml) was treated at rt with CBr4 (467 mg; 1.41 mmol), and with triphenylphosphine (369 mg; 1.41 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 15 h. Concentration to dryness under reduced pressure, and subsequent purification by FC (DCM) afforded 5-(bromomethyl)-2-(difluoromethoxy)pyridine as an orange oil which was directly used for the next reaction.

後処理

  1. concentrationConcentration to dryness
  2. customunder reduced pressure, and subsequent purification by FC (DCM)

出典と根拠

ORDレコード
ord-8c73e791e87745f0a7e9789d18ec12ae
出典データセット
uspto-grants-2016_01
特許番号
US09242970B2

反応ノート

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