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Hydrochloric Acid → HCID 21882797, 화합물

HRID 722133
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HRID 722133 반응식
C([BH3-])#N.[Na+].[N+:5]([C:8]1[CH:19]=[CH:18][C:17]2[CH2:16][CH:15]3[C:20](=[N:21][OH:22])[CH:12]([CH2:13][CH2:14]3)[CH2:11][C:10]=2[CH:9]=1)([O-:7])=[O:6].Cl.CN(C1C=CC(N=NC2C=CC(S(O)(=O)=O)=CC=2)=CC=1)C>CO.[OH-].[Na+]>[N+:5]([C:8]1[CH:19]=[CH:18][C:17]2[CH2:16][CH:15]3[CH:20]([NH:21][OH:22])[CH:12]([CH2:13][CH2:14]3)[CH2:11][C:10]=2[CH:9]=1)([O-:7])=[O:6]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11037Benzenesulfonic acid, 4-(2-(4-(dimethylamino)phenyl)diazenyl)-HCID 5003444Sodium cyanoborohydrideHCID 58926596HCID 58926596, 화합물

생성물 1

HCID 21882797HCID 21882797, 화합물수율 94.6%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 14798Sodium Hydroxide용매

실험 절차

Sodium cyanoborohydride (255 mg) was added in a single portion to a solution of the oxime of Step 1 (500 mg) in dry methanol (20 mL) at −20° C. 2N HCl was then added until the solution was at pH 3 (Methyl Orange). After 3 hours the reaction was diluted with 4N NaOH (50 mL) and reduced to 1/3 volume. The residue was extracted with DCM (4×50 mL), the organic layers combined and dried over MgSO4, filtered and the solvent removed under reduced pressure to afford the title compound as a white foam (477 mg). m/z 249 (M+H+). Step 3: Tricyclo[8.2.1.03,8]trideca-3(8),4,6-triene-5,13-diamine

후처리

  1. extractionThe residue was extracted with DCM (4×50 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-7bdace38c21e4011a0300fd5ae96c7aa
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07138400B2

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