Triacetoxyperiodinane → (1-Methyl-1H-imidazol-5-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone

HRID 731196

反応式

HRID 731196 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH3:23][N:24]1[C:28]([CH:29]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)=[CH:33][CH:32]=2)[OH:30])=[CH:27][N:26]=[CH:25]1>C(Cl)Cl>[CH3:23][N:24]1[C:28]([C:29]([C:31]2[CH:32]=[CH:33][C:34]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)=[CH:35][CH:36]=2)=[O:30])=[CH:27][N:26]=[CH:25]1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 57835802(1-Methyl-1H-imidazol-5-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanol

生成物 1

HCID 57835849(1-Methyl-1H-imidazol-5-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone収率 23%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dess-Martin periodinane (21 g, 50 mmol) was added to a solution of 74.1 (14 g crude, ˜50 mmol) in DCM (200 mL). After 1 hour, the reaction mixture was concentrated with silica gel and chromatographed (silica gel, 1:2 EtOAc/hexane) to provide compound 74.2 (3.3 g, 11.5 mmol). MS ESI (pos.) m/e: 287.1 (M+H).

後処理

  1. concentrationthe reaction mixture was concentrated with silica gel
  2. customchromatographed (silica gel, 1:2 EtOAc/hexane)

出典と根拠

ORDレコード
ord-5f2f0d15a7264c1d84aa742d7a4b6a83
出典データセット
uspto-grants-2009_09
特許番号
US07582803B2

関連ノート

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