Dimethyl itaconate → Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

HRID 1744412

反応式

HRID 1744412 の反応式
[C:1]([O:10][CH3:11])(=[O:9])[C:2]([CH2:4][C:5]([O:7][CH3:8])=[O:6])=[CH2:3].[H][H]>[B-](F)(F)(F)F.C1C2C=CC1C=C2.C1C2C=CC1C=C2.[Rh].PP.C1(C)C=CC=CC=1.CO.CO>[CH3:3][CH:2]([CH2:4][C:5]([O:7][CH3:8])=[O:6])[C:1]([O:10][CH3:11])=[O:9]

参加物

7

反応物 2

HCID 69240Dimethyl itaconateHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 15350Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 139283Diphosphane溶媒HCID 10915722Bis(norbornadiene)rhodium(I) tetrafluoroborate溶媒HCID 21867641Toluene methanol溶媒

実験手順

In a 50 ml Schlenk vessel, Rh(nbd)2BF4 (4.7 mg, 1 mol %) and the diphosphine ligand (1 mol %) were dissolved in toluene/MeOH (6 ml, 5:1) under argon. After all of the rhodium complex had gone into solution, dimethyl itaconate (200 mg, 1.26 mmol) dissolved in MeOH (4 ml) was added. The Schlenk vessel was subsequently connected via a three-way stopcock with a hydrogen balloon and an oil pump and the inert gas atmosphere was replaced by hydrogen. The reaction mixture was stirred at room temperature for the time indicated and the solvent was then distilled off on a rotary evaporator. The residue was filtered through a short silica gel column (eluent: diethyl ether). Compound (R)-7 was obtained as a colorless oil in quantitative yield.

後処理

  1. additionwas added
  2. distillationthe solvent was then distilled off on a rotary evaporator
  3. filtrationThe residue was filtered through a short silica gel column (eluent: diethyl ether)
  4. customwas obtained as a colorless oil in quantitative yield

出典と根拠

ORDレコード
ord-d4b2c0d354ce469fba8daef67460cea9
出典データセット
uspto-grants-2006_03
特許番号
US07015342B2

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