Ethanol → Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinate

HRID 444932ノート

反応式

HRID 444932 の反応式
[CH3:1][C:2]1[N:3]([C:8]2[C:9]([C:19]([O:21][CH3:22])=[O:20])=[N:10][C:11]([OH:18])=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[CH3:23][CH2:24]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>O1CCOCC1>[CH3:7][C:4]1[N:3]([C:8]2[C:9]([C:19]([O:21][CH3:22])=[O:20])=[N:10][C:11]([O:18][CH2:23][CH3:24])=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=2)[C:2]([CH3:1])=[CH:6][CH:5]=1

参加物

6

反応物 4

HCID 702EthanolHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 178499131Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinate

生成物 1

HCID 67383877Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinate (62 mg, 0.168 mmol) in 1,4-dioxane (1.5 ml) (dry) was treated with EtOH (0.020 ml, 0.335 mmol) and triphenylphosphine (88 mg, 0.335 mmol) and the solution stirred. DEAD (0.053 ml, 0.335 mmol) was added dropwise and the reaction mixture stirred at room temperature for 2 hours. The solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with iso-hexane: EtOAc (gradient of 0 to 10% EtOAc) afforded the title compound;

後処理

  1. stirringthe reaction mixture stirred at room temperature for 2 hours
  2. customThe solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with iso-hexane

出典と根拠

ORDレコード
ord-cbf1ce4266d94d8fae1f3c954d899517
出典データセット
uspto-grants-2013_07
特許番号
US08476269B2

反応ノート

読み込み中…