potassium hydroxide; toluene-4-sulfonic acid; hydroquinone 1.) 140 deg C, 36 h, 2.) aq.MeOH, r.t., overnight, 3.) THF, r.t., overnight; Yield given. Multistep reaction;

oxygen monooxygenase from Pseudomonas putida NCIMB 10007, Pseudomonas sp. NCIMB 9872 (DH 9872); Title compound not separated from byproducts;

暂无反应条件数据

Multistep reaction;

1: sulfuric acid / 41 h / 29 - 79 °C 2: methanol / 25 - 65 °C View Scheme

1.1: sulfuric acid / 41 h / 29 - 79 °C 2.1: methanol / 25 - 65 °C 3.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 35 - 65 °C / |Inert atmosphere; |Molecular sieve 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.17 h / 27 °C / |Inert atmosphere 4.2: 35 - 40 °C / |Inert atmosphere View Scheme

1: 1) H2SO4, AcOH; / 1) 60 deg C, 1 day; 2) Amberlite IR-120(H+), 70 deg C, 15 h 2: 60 percent / NaH / dimethylformamide 4: 73 percent / LDA, MoOPH / tetrahydrofuran / -78 - 20 °C 5: 69 percent / LiAlH4 / diethyl ether / 3 h / Ambient temperature 6: 83 percent / NaIO4 / H2O; acetone / 0.25 h / Ambient temperature 7: 76 percent / PDC / dimethylformamide / 19 h / Ambient temperature 8: 67 percent / iodobenzenediacetate, I2 / CCl4 / 0.25 h / Heating; Irradiation 9: 99 percent / N-Bu3SnH / diethyl ether / 10 h / Heating 10: 74 percent / p-TsOH / methanol / 0.67 h / Ambient temperature 11: 71 percent / (PhO)2P(O)N3,Ph3P, (NCO2Et)2 / tetrahydrofuran / 0.17 h / Ambient temperature 12: 43 percent / n-Bu3SnH / benzene / 1.5 h / Heating View Scheme