N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide → N-{2-[2-(Hydroxymethyl)-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl]ethyl}acetamide

HRID 1039312ノート

反応式

HRID 1039312 の反応式
C([O:8][CH2:9][C:10]1[O:11][C:12]2[C:21]3[CH:20]([CH2:22][CH2:23][NH:24][C:25](=[O:27])[CH3:26])[CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][C:13]=2[N:14]=1)C1C=CC=CC=1>CO.[C].[Pd]>[OH:8][CH2:9][C:10]1[O:11][C:12]2[C:21]3[CH:20]([CH2:22][CH2:23][NH:24][C:25](=[O:27])[CH3:26])[CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][C:13]=2[N:14]=1

参加物

4

反応物 1

HCID 57781286N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide

生成物 1

HCID 57781248N-{2-[2-(Hydroxymethyl)-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl]ethyl}acetamide収率 53%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide (50.0 mg, 0.131 mmol) in methanol (1 mL) was added a 10% palladium-carbon powder (100 mg), and the mixture was stirred at 50° C. for 24 hr under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→5/95) and recrystallized (ethyl acetate/hexane) to give the title compound (19.0 mg, yield 53%).

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→5/95)
  4. customrecrystallized (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f9da40442fb94c6787b69cd9483f6cce
出典データセット
uspto-grants-2013_10
特許番号
US08552037B2

反応ノート

読み込み中…