Water → HCID 15733250, compound

HRID 2397575Notes

Reaction equation

HRID 2397575 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:16]=[CH:15][C:14]2[N:13]3[CH2:17][CH2:18][NH:19][C:20](=O)[C:12]3=[C:11]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:10]=2[CH:9]=1.O>O1CCCC1>[Cl:7][C:8]1[CH:16]=[CH:15][C:14]2[N:13]3[CH2:17][CH2:18][NH:19][CH2:20][C:12]3=[C:11]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:10]=2[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 21436045HCID 21436045, compound

Product 1

HCID 15733250HCID 15733250, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred solution of lithium aluminum hydride (1 gram, 0.026 mole) in 20 ml dry tetrahydrofuran (THF) is added slowly a suspension of 1,2,3,4-tetrahydro-8-chloro-10-phenylpyrazino[1,2-a] indole-1-one (5.2 grams, 0.018 mole) in 40 ml of dry THF. This reaction mixture is stirred and refluxed for 8 hours after which it is cooled and decomposed by the slow addition of 3 ml of water. After stirring 1 hour the suspension is filtered. The filtercake is washed with isopropanol, THF, and acetone. The combined filtrate is taken to dryness and recrystallized from ethanol. The product is filtered off, washed with ether, and dried. The above titled product has a m.p. 163°-64° C. yield 4.5 grams (90%).

Workup

  1. temperaturerefluxed for 8 hours after which it
  2. temperatureis cooled
  3. stirringAfter stirring 1 hour the suspension
  4. filtrationis filtered
  5. washThe filtercake is washed with isopropanol, THF, and acetone
  6. customrecrystallized from ethanol
  7. filtrationThe product is filtered off
  8. washwashed with ether
  9. customdried

Sources & evidence

ORD record
ord-b3a2bf8524284c32bd212dda3ff87acc
Source dataset
uspto-grants-1977_05
Patent number
US04022778

Reaction notes

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