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Acetone → 3-Bromomethyl-6-(2,6-diethyl-phenyl)-4-methoxy-pyridine-2-carbonitrile

HRID 1392627
ノート
印刷プレビュー

反応式

HRID 1392627 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[C:15]([C:17]#[N:18])[C:14]([CH2:19]O[Si](C)(C)C)=[C:13]([O:25][CH3:26])[CH:12]=1)[CH3:2].C(Br)(Br)(Br)[Br:28].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(C)=O>CC#N.CCOCC.O>[Br:28][CH2:19][C:14]1[C:15]([C:17]#[N:18])=[N:16][C:11]([C:4]2[C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:9][CH3:10])=[CH:12][C:13]=1[O:25][CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 180AcetoneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 596783426-(2,6-Diethyl-phenyl)-4-methoxy-3-trimethylsilanyloxy methyl-pyridine-2-carbonitrile

生成物 1

HCID 669943133-Bromomethyl-6-(2,6-diethyl-phenyl)-4-methoxy-pyridine-2-carbonitrile

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 3283Diethyl Ether溶媒
HCID 6342Acetonitrile溶媒

実験手順

A stirred solution of 6-(2,6-diethyl-phenyl)-4-methoxy-3-trimethylsilanyloxy methyl-pyridine-2-carbonitrile (200 mg, 0.54 mmol) in CH3CN (5 mL) is treated with CBr4 (270 mg, 0.81 mmol) and triphenylphosphine (215 mg, 0.81 mmol) at 0° C. under nitrogen. After one hour, acetone (50 mg) is added and the resulting mixture is stirred at room temperature overnight. Water (5 mL) and ether (10 mL) are then added to the mixture, and the organic layer is separated. The organic layer is washed with water, dried, and concentrated to give 3-bromomethyl-6-(2,6-diethyl-phenyl)-4-methoxy-pyridine-2-carbonitrile.

後処理

  1. customthe organic layer is separated
  2. washThe organic layer is washed with water
  3. customdried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-6f58075feeb64cb9bc3a5b832fc04103
出典データセット
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07342115B2

反応ノート

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