Hydrochloric Acid → 1-n-Butylamino-4,6-dimethyl-7-hydroxyindane hydrochloride

HRID 414693

反応式

HRID 414693 の反応式
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([OH:12])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=O.[CH2:14]([NH2:18])[CH2:15][CH2:16][CH3:17].[BH4-].[Na+].[ClH:21].C([O-])(=O)C.[Na+]>O.C(O)C>[ClH:21].[CH2:14]([NH:18][CH:6]1[C:7]2[C:3](=[C:2]([CH3:1])[CH:10]=[C:9]([CH3:11])[C:8]=2[OH:12])[CH2:4][CH2:5]1)[CH2:15][CH2:16][CH3:17]

参加物

8

反応物 5

HCID 313Hydrochloric Acid3 回HCID 8007ButylamineHCID 2407184,6-Dimethyl-7-hydroxy-1-indanoneHCID 517045Sodium AcetateHCID 4311764Sodium borohydride

生成物 1

HCID 136042031-n-Butylamino-4,6-dimethyl-7-hydroxyindane hydrochloride

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒3 回HCID 962Water溶媒

実験手順

100 Milliliters of ethanol solution containing 1.76 g of 4,6-dimethyl-7-hydroxy-1-indanone and 14.6 g of n-butylamine was refluxed by heating for 8 hours. The reaction mixture was cooled to a room temperature, then 1.0 g of sodium borohydride was added thereto. The mixture was further stirred at a room temperature for 1 hour. The reaction mixture was concentrated to dryness and the residue obtained was dissolved in 100 ml of water. Then the solution was acidified by adding a concentrated hydrochloric acid, and the pH of the solution was adjusted to about pH=9 by adding a saturated sodium acetate aqueous solution. The precipitate formed was extracted with ethyl acetate, washed with water and dried. The solvent was removed by evaporation, the residue obtained was dissolved in 100 ml of ethanol, and changed to hydrochloride by adding ethanol being saturated with hydrogen chloride gas. Recrystallized from ethanol-ether to obtain 1.89 g of 1-n-butylamino-4,6-dimethyl-7-hydroxyindane hydrochloride in the form of colorless needle-liee crystals. Melting point: 143°-144° C.

後処理

  1. temperaturewas refluxed
  2. temperatureby heating for 8 hours
  3. concentrationThe reaction mixture was concentrated to dryness
  4. customthe residue obtained
  5. customThe precipitate formed
  6. extractionwas extracted with ethyl acetate
  7. washwashed with water
  8. customdried
  9. customThe solvent was removed by evaporation
  10. customthe residue obtained
  11. customRecrystallized from ethanol-ether

出典と根拠

ORDレコード
ord-a57bc510ba94475d92c3cf9b77a8736b
出典データセット
uspto-grants-1988_12
特許番号
US04792628

関連ノート

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