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Acetic Acid → HCID 9830391, 화합물

HRID 2229804
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HRID 2229804 반응식
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH:6]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[C:21](O)(=O)[CH3:22].[CH:25](=O)[CH2:26][CH:27]=O.[C:30]([BH3-])#[N:31].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([N:13]2[CH2:14][CH2:15][N:16]([CH2:25][CH2:26][CH2:27][N:13]3[CH2:6][CH2:7][N:31]([CH:30]([C:21]4[CH:22]=[CH:8][CH:9]=[CH:10][CH:11]=4)[C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:20][CH:19]=4)[CH2:15][CH2:14]3)[CH2:17][CH2:18]2)[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 9340NorchlorcyclizineHCID 10964MalonaldehydeHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 9830391HCID 9830391, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-(4-chlorobenzhydryl)piperazine 1 (obt. from Aldrich; 2 mmols) in methanol (8 mL) is acidified with acetic acid to pH 6.5 (pH meter) under a nitrogen atmosphere. Malonaldehyde (1 mmol) is added neat followed by sodium cyanoborohydride (3.1 mmols). The progress of the reaction is followed by thin layer chromatography. After the reaction is complete, the reaction solution is quenched in water and the pH of the aqueous mixture is adjusted to greater than 10 with aqueous NaOH. The mixture is extracted with ether, the organic extracts are washed with half-saturated saline, dried (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. The desired compound 1,3-bis-[4-(4-chlorobenzhydryl)piperazin-1-yl]propane 2 (R=—CH2—; R1=Cl; R2=H) is obtained by purification of the crude product with the use of HPLC.

후처리

  1. customthe reaction solution is quenched in water
  2. extractionThe mixture is extracted with ether
  3. washthe organic extracts are washed with half-saturated saline
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto give the crude product

출처 및 근거

ORD 기록
ord-def05c55434d458789a221048290577f
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06420560B1

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