Tetrahydrofurfuryl alcohol → Methyl 4'-methyl-5-((tetrahydrofuran-2-yl)methoxy)biphenyl-3-carboxylate

HRID 1845316ノート

反応式

HRID 1845316 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:38]1[CH2:42][CH2:41][CH2:40][CH:39]1[CH2:43]O.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C(Cl)Cl>[CH3:14][C:11]1[CH:10]=[CH:9][C:8]([C:6]2[CH:7]=[C:2]([O:1][CH2:43][CH:39]3[CH2:40][CH2:41][CH2:42][O:38]3)[CH:3]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[CH:5]=2)=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 7360Tetrahydrofurfuryl alcoholHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 58187967Methyl 5-hydroxy-4'-methyl-[1,1'-biphenyl]-3-carboxylate

生成物 1

HCID 58187973Methyl 4'-methyl-5-((tetrahydrofuran-2-yl)methoxy)biphenyl-3-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of methyl 5-hydroxy-4′-methylbiphenyl-3-carboxylate (150 mg, 0.59 mmol), triphenylphosphine (150 mg, 0.59 mmol), tetrahydro-2-furanmethanol (60 mg, 0.59 mmol) in CH2Cl2 (8 mL) at rt was slowly added a solution of diisopropyl azodicarboxylate (200 mg, 1.0 mmol) in CH2Cl2 (3 mL). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by flash chromatography to afford the title compound.

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-09489a175fb842d98f020a1074b6f0d9
出典データセット
uspto-grants-2015_02
特許番号
US08946439B2

反応ノート

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