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Formaldehyde → HCID 86738228, 화합물

HRID 851054
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HRID 851054 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 444972Fumaric AcidHCID 13039291HCID 13039291, 화합물

생성물 1

HCID 86738228HCID 86738228, 화합물

시약·촉매·용매 3

HCID 284Formic Acid용매
HCID 702
Ethanol
용매
HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-9d2bbc29f81d40429d6f42c5dd71a17e
출처 데이터셋
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04382141

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