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Lithium Hydroxide → 2-((S)-6-((R)-4-(4-Cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237514
ノート
印刷プレビュー

反応式

HRID 237514 の反応式
[Li+].[OH-].[C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]2[CH:20]=[CH:19][C:18]([F:21])=[C:17]3[C:13]=2[CH2:14][CH2:15][C@H:16]3[O:22][C:23]2[CH:36]=[CH:35][C:26]3[C@H:27]([CH2:30][C:31]([O:33]C)=[O:32])[CH2:28][O:29][C:25]=3[CH:24]=2)=[C:7]([CH3:37])[CH:6]=1)#[N:4]>O1CCCC1.O.CO>[C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]2[CH:20]=[CH:19][C:18]([F:21])=[C:17]3[C:13]=2[CH2:14][CH2:15][C@H:16]3[O:22][C:23]2[CH:36]=[CH:35][C:26]3[C@H:27]([CH2:30][C:31]([OH:33])=[O:32])[CH2:28][O:29][C:25]=3[CH:24]=2)=[C:7]([CH3:37])[CH:6]=1)#[N:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 3939Lithium HydroxideHCID 86697175Methyl 2-((S)-6-((R)-4-(4-cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate

生成物 1

HCID 866971762-((S)-6-((R)-4-(4-Cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

試薬・触媒・溶媒 3

HCID 887Methanol溶媒
HCID 962
Water
溶媒
2 回
HCID 8028Tetrahydrofuran溶媒

実験手順

LiOH×H2O (38 mg) is added to a solution of methyl 2-((S)-6-((R)-4-(4-cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (85 mg) in tetrahydrofuran (1 mL), water (1 mL) and methanol (1 mL) at room temperature. The mixture is stirred at room temperature for 12 hours. The mixture is concentrated, cooled to 0° C., diluted with water and acidified with 4 M aqueous HCl solution. The resulting mixture is extracted with dichloromethane. The organic phase is dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (dichloromethane/methanol/acetic acid 9:0.05:0.05) to give the title compound. Yield: 41 mg; LC (method 20): tR=6.91 min; Mass spectrum (ESI−): m/z=456 [M−H]−.

後処理

  1. concentrationThe mixture is concentrated
  2. temperaturecooled to 0° C.
  3. additiondiluted with water
  4. extractionThe resulting mixture is extracted with dichloromethane
  5. dry with materialThe organic phase is dried (MgSO4)
  6. customThe solvent is evaporated
  7. customthe residue is chromatographed on silica gel (dichloromethane/methanol/acetic acid 9:0.05:0.05)

出典と根拠

ORDレコード
ord-feefd29f4afa46f182c3c95b098f92dd
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08642585B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート