Dichloromethane → (3-Methoxyphenoxy)acetyl chloride

HRID 537291ノート

反応式

HRID 537291 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH2:7][C:8](O)=[O:9].C(Cl)[Cl:15].C(Cl)(=O)C(Cl)=O>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH2:7][C:8]([Cl:15])=[O:9]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 749692-(3-Methoxyphenoxy)acetic acid

生成物 1

HCID 13612584(3-Methoxyphenoxy)acetyl chloride収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A 500 mL flask fitted with a stir-bar, addition funnel, and an Ar inlet was charged with 3-methoxyphenoxyacetic acid (20.0 g, 110 mmol), CH2Cl2 (120 mL), and DMF (0.2 mL). Oxalyl chloride (2M in CH2Cl2, 69 mL, 137 mmol) was added to the resultant solution over 45 min forming an orange solution. The mixture stirred overnight at rt. The solution was concentrated in vacuo to give 22.7 g of 47b as an orange oil (100%). HPLC analysis (15:10:75 H2O:A1:MeOH) showed a purity of 93% with a retention time of 3.9 min.

後処理

  1. customA 500 mL flask fitted with a stir-bar, addition funnel
  2. customforming an orange solution
  3. concentrationThe solution was concentrated in vacuo

出典と根拠

ORDレコード
ord-ffefdc7e48074c7a8af0fb02bf679686
出典データセット
uspto-grants-2014_10
特許番号
US08859780B2

反応ノート

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