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Ammonium Chloride → HCID 86591098, 화합물

HRID 1007311
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HRID 1007311 반응식
C[Al](C)C.[Cl-].[NH4+:6].[C:7]1([C:13]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:14]2[CH:18]=[C:17]([C@@H:19]3[CH2:21][C@H:20]3[C:22]#[N:23])[N:16]=[CH:15]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[C:30]1([C:13]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:14]2[CH:18]=[C:17]([C@@H:19]3[CH2:21][C@H:20]3[C:22](=[NH:6])[NH2:23])[N:16]=[CH:15]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 16682925TrimethylaluminumHCID 69872359HCID 69872359, 화합물

생성물 1

HCID 86591098HCID 86591098, 화합물수율 68%

시약·촉매·용매 2

HCID 1140Toluene용매3회HCID 6212Chloroform용매

반응 조건

온도
25 °C

실험 절차

A solution of trimethylaluminium in toluene (2M, 0.6 mL, 1.2 mmol) was slowly added to a suspension of ammonium chloride (64 mg, 12 mmol) in dry toluene (5 mL) at 0° C. under nitrogen. The resulting mixture was warmed to 25° C. and stirred for 3 hours until gas evolution had ceased. Then, N-triphenylmethyl-4-(trans-2-cyano-cyclopropyl)imidazole (200 mg, 0.53 mmol) in dry toluene (10 mL) was added and the reaction mixture was heated to 80° C. for 18 hours under nitrogen, slowly poured into a slurry of silica gel (15 g) in chloroform (50 mL), and stirred for 10 minutes. The silica was filtered and washed with methanol. The combined solvent mixture was concentrated under vacuum and the residue was purified on a silica gel column using 85/15/5 (v/v/v) methylene chloride/methanol/ammonium hydroxide as the eluent to give a white solid (140 mg, 68% yield).

후처리

  1. temperaturethe reaction mixture was heated to 80° C. for 18 hours under nitrogen
  2. stirringstirred for 10 minutes
  3. filtrationThe silica was filtered
  4. washwashed with methanol
  5. concentrationThe combined solvent mixture was concentrated under vacuum
  6. customthe residue was purified on a silica gel column

출처 및 근거

ORD 기록
ord-1ab57edb8e72427ba7178d5477a07a0c
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06794405B2

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