Hydrochloric Acid → 4-[4-(4-Oxopiperidin-1-yl)phenyl]piperazine-1-carboxylic acid benzyl ester

HRID 1816744ノート

反応式

HRID 1816744 の反応式
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:32][CH2:31][C:26]4(OCC[O:27]4)[CH2:25][CH2:24]3)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O.[OH-].[Na+]>O1CCOCC1>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:32][CH2:31][C:26](=[O:27])[CH2:25][CH2:24]3)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 537120404-[4-(1,4-Dioxa-8-azaspiro[4.5]decan-8-yl)phenyl]piperazine-1-carboxylic acid benzyl ester

生成物 1

HCID 543714504-[4-(4-Oxopiperidin-1-yl)phenyl]piperazine-1-carboxylic acid benzyl ester収率 78.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

To a solution of 4-[4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)phenyl]piperazine-1-carboxylic acid benzyl ester (30 g) in 1,4-dioxane (450 ml) was added 1N-hydrochloric acid (240 ml) at ambient temperature, and the mixture was stirred for 7 hours at 90° C. The reaction mixture was poured into water. The mixture was adjusted to pH 10-12 with 1N-sodium hydroxide (480 ml), and extracted with ethyl acetate. The organic layer was washed with water, brine, and dried, and evaporated under reduced pressure. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methyl alcohol (50:1) to give 4-[4-(4-oxopiperidin-1-yl)phenyl]piperazine-1-carboxylic acid benzyl ester (21.22 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water, brine
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was chromatographed on a column of silica gel eluting with dichloromethane/methyl alcohol (50:1)

出典と根拠

ORDレコード
ord-66daaec9c03d40fdaa46ba3290aa9f24
出典データセット
uspto-grants-2005_04
特許番号
US06884868B1

反応ノート

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