Carbon Dioxide → Methyl 5-cyano-2-methoxybenzoate

HRID 78526ノート

反応式

HRID 78526 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[C:5]#[N:6].[CH2:12](N(CC)CC)C.[C:19](=[O:21])=[O:20]>CO.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[CH3:12][O:20][C:19](=[O:21])[C:2]1[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

参加物

6

反応物 3

HCID 280Carbon DioxideHCID 8471TriethylamineHCID 7360493-Bromo-4-methoxybenzonitrile

生成物 1

HCID 18464789Methyl 5-cyano-2-methoxybenzoate

試薬・触媒・溶媒 2

HCID 178418807HCID 178418807、化合物触媒HCID 887Methanol溶媒

実験手順

A mixture of 3-bromo-4-methoxybenzonitrile (Aldrich) (10.0 g, 47.2 mmol), PdCl2(dppf)-CH2Cl2 adduct (Aldrich) (1.00 g, 1.22 mmol) and triethylamine (12.5 mL, 89.7 mmol) in 100 mL of methanol in a high pressure vessel was heated to 100° C. at 60 psi of CO2 for 4 h. The mixture was cooled to room temperature and filtered. The mixture was concentrated under reduced pressure to afford the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 3.91 (s, 3H), 3.98 (s, 3H), 7.06 (d, J=8.5 Hz, 1H), 7.76 (dd, J=8.7, 2.3 Hz, 1H), 8.10 (d, J=2.1 Hz, 1H).

後処理

  1. filtrationfiltered
  2. concentrationThe mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-006cd4b42e45497db65fe173f11d498f
出典データセット
uspto-grants-2014_09
特許番号
US08841334B2

反応ノート

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