4-(1-Benzylpiperidin-4-ylidenemethyl)benzamide → 4-Piperidin-4-ylmethyl-benzamide

HRID 2308081ノート

反応式

HRID 2308081 の反応式
C([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=[O:20])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[C].[Pd].CO>[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=[O:20])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1

参加物

4

反応物 1

HCID 99225744-(1-Benzylpiperidin-4-ylidenemethyl)benzamide

生成物 1

HCID 114998254-Piperidin-4-ylmethyl-benzamide収率 86.1%

試薬・触媒・溶媒 2

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

実験手順

The compound (4267.9 g, 13.929 mol) obtained in Example 3, 10% palladium carbon (889.4 g, ca. 50% water-containing product) and methanol (38.4 L) were charged, and a hydrogenation reaction was conducted at normal pressure at 50° C. for 5 hrs. After the reaction, the reaction mixture was separated by filtration without cooling to remove the insoluble material and washed with methanol (3 L). The reaction mixture was concentrated under reduced pressure to about 10 L, and ethyl acetate (15 L) was added, followed by concentration again under reduced pressure to about 10 L, which step was conducted twice. The residue (ca. 10 L) was stirred under reflux for 2 hrs., and cooled to room temperature. The crystals were collected by filtration, washed with ethyl acetate (2 L) and dried in vacuo at 40° C. to give the title compound (2619.2 g, yield 86.1%) as white crystals.

後処理

  1. customa hydrogenation reaction
  2. customAfter the reaction
  3. customthe reaction mixture was separated by filtration
  4. temperaturewithout cooling
  5. customto remove the insoluble material
  6. washwashed with methanol (3 L)
  7. concentrationThe reaction mixture was concentrated under reduced pressure to about 10 L, and ethyl acetate (15 L)
  8. additionwas added
  9. concentrationfollowed by concentration again under reduced pressure to about 10 L, which step
  10. temperatureunder reflux for 2 hrs
  11. filtrationThe crystals were collected by filtration
  12. washwashed with ethyl acetate (2 L)
  13. customdried in vacuo at 40° C.

出典と根拠

ORDレコード
ord-8ecf5ffcf3a74c42ac07bfe0547fcfea
出典データセット
uspto-grants-2004_12
特許番号
US06833457B1

反応ノート

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