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

HRID 1744412

반응식

HRID 1744412 반응식
[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]

참가 물질

7

반응물 2

HCID 69240Dimethyl itaconateHCID 178418361HCID 178418361, 화합물2회

생성물 1

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

시약·촉매·용매 4

HCID 887Methanol용매HCID 139283Diphosphane용매HCID 10915722Bis(norbornadiene)rhodium(I) tetrafluoroborate용매HCID 21867641Toluene methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d4b2c0d354ce469fba8daef67460cea9
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015342B2

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