Tributylphosphine → 4-(Bromomethyl)benzyltri-n-butylphosphonium bromide

HRID 2399648ノート

反応式

HRID 2399648 の反応式
[CH2:1]([P:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[Br:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][Br:23])=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[Br-:14].[Br:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][P+:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 13831TributylphosphineHCID 693351,4-Bis(bromomethyl)benzene

生成物 1

HCID 676569404-(Bromomethyl)benzyltri-n-butylphosphonium bromide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A mixture of tri-n-butylphosphine (5.7 g, 28.4 mmol) in toluene (50 mL) was added dropwise to a mixture of α,α'-dibromo-p-xylene (15 g, 56.8 mmol, 2 eq.) in 200 mL of toluene under argon gas. The reaction mixture was allowed to stir for several days at room temperature under argon, after which time the tri-n-butylphosphonium bromide salt had crystallized out of solution. The crystals were filtered and washed three times each with 50 mL portions toluene and hexanes, then air dried: 1H NMR (CDCl3) δ 0.93 (t, 9H), 1.45 (m, 12H), 2.40 (m, 6H), 4.33-4.37 (d, 2H), 4.47 (s, 2H), 7.37-7.40 (d, 2H), 7.46-7.49 (dd, 2H).

後処理

  1. customafter which time the tri-n-butylphosphonium bromide salt had crystallized out of solution
  2. filtrationThe crystals were filtered
  3. washwashed three times each with 50 mL portions toluene and hexanes
  4. customair dried

出典と根拠

ORDレコード
ord-d442b1a4cd88408a9651fc54d77cad49
出典データセット
uspto-grants-1995_09
特許番号
US05451347

反応ノート

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