Diisobutylaluminumhydride → Methyl 3-butyl-1-formylcyclobutane-1-carboxylate

HRID 2055203노트

반응식

HRID 2055203 반응식
[CH3:1][O:2][C:3]([C:5]1([C:13](OC)=[O:14])[CH2:8][CH:7]([CH2:9][CH2:10][CH2:11][CH3:12])[CH2:6]1)=[O:4].[H-].C([Al+]CC(C)C)C(C)C>C(OCC)C>[CH3:1][O:2][C:3]([C:5]1([CH:13]=[O:14])[CH2:6][CH:7]([CH2:9][CH2:10][CH2:11][CH3:12])[CH2:8]1)=[O:4]

참가 물질

4

반응물 2

HCID 21225700DiisobutylaluminumhydrideHCID 69222797Dimethyl 3-butylcyclobutane-1,1-dicarboxylate

생성물 1

HCID 71416977Methyl 3-butyl-1-formylcyclobutane-1-carboxylate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 3-butyl-cyclobutane-1,1-dicarboxylic acid dimethyl ester (8.37 g, 36.7 mmol) in diethyl ether (300 mL) at −78° C. under a nitrogen atmosphere was added diisobutylaluminum hydride (1.5M in toluene, 49 mL, 73.4 mmol) dropwise. After 2.5 h, the reaction mixture was quenched with saturated aqueous NH4Cl solution (150 mL) then with 1N HCl solution (150 mL). The aqueous phase was extracted with diethyl ether (100 mL×5), was dried (MgSO4) and was evaporated in vacuo to yield the title compound as a clear, colorless oil (7.2 g, 100%) which was used without further purification. MH+199.

후처리

  1. customthe reaction mixture was quenched with saturated aqueous NH4Cl solution (150 mL)
  2. extractionThe aqueous phase was extracted with diethyl ether (100 mL×5)
  3. dry with materialwas dried (MgSO4)
  4. customwas evaporated in vacuo

출처 및 근거

ORD 기록
ord-942e0f3865bf4dae91336ed209aaf127
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07332485B2

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