Hydrochloric Acid → 3-Bromo-5-chlorotoluene

HRID 1432054

反応式

HRID 1432054 の反応式
N[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[CH3:10].Cl.N([O-])=O.[Na+].O[PH2]=O>C(O)(=O)C.O>[Cl:8][C:7]1[CH:2]=[C:3]([CH3:10])[CH:4]=[C:5]([Br:9])[CH:6]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 27696264-Bromo-2-chloro-6-methylanilineHCID 4124402Phosphinic AcidHCID 23668193Sodium Nitrite

生成物 1

HCID 107746383-Bromo-5-chlorotoluene収率 81.1%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

Step G1. To an ice-water-cooled and stirred solution of 2-amino-5-bromo-3-chlorotoluene (12 g, 54 mmol) in a mixture of 100 mL of acetic acid, 43 mL of H2O and 11.5 mL of concentrated HCl was added dropwise a solution of NaNO2 (4.48 g, 65 mmol) in 15 mL of H2O. The reaction mixture was stirred for 30 min and was then added to an 112 mL solution of 50% H3PO2 cooled at 0° C. After being stirred for 6 h at 0° C., the reaction mixture was allowed to stand at room temperature overnight. The solid was filtered and washed with water, then dried in vacuum. 3-Chloro-5-bromo-toluene (9 g, 81%) was obtained as brown solid. Crystals. 1H NMR (CDCl3): δ 2.31 (s, 3H), 7.10 (s, 1H), 7.21 (s, 1H), 7.31 (s, 1H).

後処理

  1. stirringAfter being stirred for 6 h at 0° C.
  2. waitto stand at room temperature overnight
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customdried in vacuum

出典と根拠

ORDレコード
ord-7cd4a869a0af46ed929d026de4ddbe0f
出典データセット
uspto-grants-2009_11
特許番号
US07612069B2

関連ノート

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