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Sodium Hydroxide → 1-Methyl-2-[2-(4-phenyl-1-piperidinyl)ethyl]-1H-naphth[1,2-d]imidazole

HRID 2198994
ノート
印刷プレビュー

反応式

HRID 2198994 の反応式
Br[C:2]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:5]2[N:6]([CH3:24])[C:7]([CH2:9][CH2:10][N:11]3[CH2:16][CH2:15]N(CC4C=CC=CC=4)[CH2:13][CH2:12]3)=[N:8][C:4]=2[CH:3]=1.[OH-].[Na+].[H][H]>[Pd].O1CCCC1>[CH3:24][N:6]1[C:5]2[C:25]3[C:30]([CH:2]=[CH:3][C:4]=2[N:8]=[C:7]1[CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH:26]([C:25]2[CH:30]=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH2:15][CH2:16]1)=[CH:29][CH:28]=[CH:27][CH:26]=3
参加物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 14798Sodium HydroxideHCID 140725035-Bromo-2-[2-(4-benzyl-1-piperazinyl)ethyl]-1-methyl-1H-naphth[1,2-d]imidazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 140725111-Methyl-2-[2-(4-phenyl-1-piperidinyl)ethyl]-1H-naphth[1,2-d]imidazole

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

A mixture of 8.32 g (0.0185 mole) of the compound of Example 16, 0.9 g of 10% Pd-C catalyst, and 150 cc of tetrahydrofuran containing 20 cc of 1 M NaOH is shaken in a Paar hydrogenator under about 5.4 atm. of hydrogen pressure until hydrogenolysis is completed. The catalyst is filtered and the mother liquor is concentrated to remove the solvent. The residue is taken up with methylene chloride, and washed with water. Upon evaporating the solvent, 6.1 g of a crude product are obtained which is recrystallized from acetone yielding 4.74 g of the compound of the title. M.p. 181.5°-182.5° C.

後処理

  1. filtrationThe catalyst is filtered
  2. concentrationthe mother liquor is concentrated
  3. customto remove the solvent
  4. washwashed with water
  5. customUpon evaporating the solvent, 6.1 g of a crude product
  6. customare obtained which
  7. customis recrystallized from acetone yielding 4.74 g of the compound of the title

出典と根拠

ORDレコード
ord-f9a45d19bb9d403b997baed94dd53f08
出典データセット
uspto-grants-1982_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04360674

反応ノート

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