Dichloromethane → (3-Methoxyphenoxy)acetyl chloride

HRID 537291노트

반응식

HRID 537291 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 13612584(3-Methoxyphenoxy)acetyl chloride수율 100%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ffefdc7e48074c7a8af0fb02bf679686
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859780B2

반응 노트

불러오는 중…