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Ammonium Chloride → HCID 86591098、化合物

HRID 1007311
ノート
印刷プレビュー

反応式

HRID 1007311 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 16682925TrimethylaluminumHCID 69872359HCID 69872359、化合物

生成物 1

HCID 86591098HCID 86591098、化合物収率 68%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒3 回HCID 6212Chloroform溶媒

反応条件

温度
25 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1ab57edb8e72427ba7178d5477a07a0c
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06794405B2

反応ノート

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