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Formaldehyde → HCID 86738228、化合物

HRID 851054
ノート
印刷プレビュー

反応式

HRID 851054 の反応式
[Br:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C@H:7]2[CH2:12][CH2:11][NH:10][CH2:9][C@H:8]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.C=O.[OH-].[Na+].[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29]>CCOCC.C(O)C.C(O)=O>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29].[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C@H:7]2[CH2:12][CH2:11][N:10]([CH3:25])[CH2:9][C@H:8]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:19][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 444972Fumaric AcidHCID 13039291HCID 13039291、化合物

生成物 1

HCID 86738228HCID 86738228、化合物

試薬・触媒・溶媒 3

HCID 284Formic Acid溶媒
HCID 702
Ethanol
溶媒
HCID 3283Diethyl Ether溶媒2 回

実験手順

A mixture of 2.4 g of cis-4-(4-bromophenoxy)-3-phenylpiperidine, 7.2 ml of 100% formic acid and 0.81 ml of 37% aqueous formaldehyde solution is refluxed for one hour under nitrogen, cooled and made basic with 35 ml of 10% aqueous sodium hydroxide solution. The mixture is extracted with ether (2×50 ml), the ether extracts are washed with saturated sodium chloride solution, dried overnight over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford a yellow oil. The oil is dissolved in 50 ml of ether and treated dropwise with stirring with a solution of 0.89 g of fumaric acid in a mixture of 75 ml of ether and 15 ml of absolute ethanol. The colorless, fine crystals which precipitate are filtered, washed with ether and dried to afford solid product, mp 172° C. dec.

後処理

  1. temperatureis refluxed for one hour under nitrogen
  2. temperaturecooled
  3. extractionThe mixture is extracted with ether (2×50 ml)
  4. washthe ether extracts are washed with saturated sodium chloride solution
  5. dry with materialdried overnight over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto afford a yellow oil
  9. additiontreated dropwise
  10. filtrationThe colorless, fine crystals which precipitate are filtered
  11. washwashed with ether
  12. customdried
  13. customto afford solid product, mp 172° C. dec.

出典と根拠

ORDレコード
ord-9d2bbc29f81d40429d6f42c5dd71a17e
出典データセット
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04382141

反応ノート

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