2-Chloro-1,3,5-trimethylbenzene → HCID 59531008、化合物

HRID 1941906ノート

反応式

HRID 1941906 の反応式
C1(C)C=C(C)C=C(C)C=1Cl.[OH:11][C@H:12]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)[C@H:13]([NH:16][C:17](=[O:26])[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:14]O.[NH:35]1[CH2:39][CH2:38][CH2:37][CH2:36]1>N1C=CC=CC=1>[OH:11][C@H:12]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)[C@H:13]([NH:16][C:17](=[O:26])[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:14][N:35]1[CH2:39][CH2:38][CH2:37][CH2:36]1

参加物

5

反応物 3

HCID 154622-Chloro-1,3,5-trimethylbenzeneHCID 31268PyrrolidineHCID 57331880HCID 57331880、化合物

生成物 1

HCID 59531008HCID 59531008、化合物収率 66%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
45 °C

実験手順

Mesityl chloride (0.28 mL, 3.6 mmol) was added slowly to a cold (−10° C.) solution of benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propan-2-ylcarbamate (1.07 g, 3.23 mmol) in pyridine (1.5 mL). The mixture was stirred for 30 min and then pyrrolidine (2.7 mL, 33 mmol) was added slowly to the mixture. The mixture was heated to 45° C. for 6 hours and then the solvent was removed to dryness. After purification by column chromatography (SiO2, using a mixture of CH2Cl2, MeOH, NH4OH), the product was obtained as a clear oil (0.816 g, 66% yield).

後処理

  1. customthe solvent was removed to dryness
  2. customAfter purification by column chromatography (SiO2
  3. additiona mixture of CH2Cl2, MeOH, NH4OH), the product

出典と根拠

ORDレコード
ord-a6597e04e2fb4e2287a22798b8723a63
出典データセット
uspto-grants-2013_03
特許番号
US08389517B2

反応ノート

読み込み中…