Hydrochloric Acid → HCID 67226130、化合物

HRID 2045089ノート

反応式

HRID 2045089 の反応式
[H-].[Na+].[Br-].[Br:4][C:5]1[CH:30]=[CH:29][CH:28]=[CH:27][C:6]=1[CH2:7][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O=[C:32]1[CH2:37][CH2:36][N:35]([C:38]2[CH:47]=[CH:46][C:41]([C:42]([O:44][CH3:45])=[O:43])=[C:40]([O:48][C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)[CH:39]=2)[CH2:34][CH2:33]1.Cl>CS(C)=O>[Br:4][C:5]1[CH:30]=[CH:29][CH:28]=[CH:27][C:6]=1[CH:7]=[C:32]1[CH2:33][CH2:34][N:35]([C:38]2[CH:47]=[CH:46][C:41]([C:42]([O:44][CH3:45])=[O:43])=[C:40]([O:48][C:49]3[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=3)[CH:39]=2)[CH2:36][CH2:37]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 11733967Phosphonium, [(2-bromophenyl)methyl]triphenyl-, bromideHCID 67226770HCID 67226770、化合物

生成物 1

HCID 67226130HCID 67226130、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

Dimethylsulfoxide (22.88 mL) with sodium hydride (0.332 g) was heated to 70° C. for 1 hour, then cooled to room temperature and (2-bromobenzyl)triphenylphosphonium bromide (3.40 g) was added in several portions, and then stirred at room temperature for 1 hour. A solution of methyl 4-(4-oxopiperidin-1-yl)-2-phenoxybenzoate (1.8 g) in dimethylsulfoxide (5.20 mL) was then added and the reaction was heated to 70° C. over the weekend. The reaction was acidified with 1M aqueous HCl solution and extracted with ether. The combined extracts were washed thoroughly with water and brine, dried over MgSO4, filtered and concentrated under vacuum. The residue was purified by flash chromatography eluting with 0-20% ethyl acetate in hexanes.

後処理

  1. temperaturethe reaction was heated to 70° C. over the weekend
  2. extractionextracted with ether
  3. washThe combined extracts were washed thoroughly with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue was purified by flash chromatography
  8. washeluting with 0-20% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-ba24727874514a489bab306247701d7d
出典データセット
uspto-grants-2013_11
特許番号
US08586754B2

反応ノート

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