Sodium Hydroxide → HCID 86735397, compound

HRID 1834505Notes

Reaction equation

HRID 1834505 reaction equation
C([O:3][C:4](=O)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[CH2:30][CH:14]2[CH:15]=[CH:16][C:17]3[C:18]4[N:19]([C:20]5[CH:29]=[CH:28][N:27]=[CH:26][C:21]=5[C:22]=4[CH2:23][CH2:24][CH:25]=3)[CH:13]2[CH2:12][CH2:11]1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>CCOCC>[CH2:12]1[CH:13]2[CH:14]([CH:15]=[CH:16][C:17]3[C:18]4[N:19]2[C:20]2[CH:29]=[CH:28][N:27]=[CH:26][C:21]=2[C:22]=4[CH2:23][CH2:24][CH:25]=3)[CH2:30][CH:10]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][OH:3])[CH2:11]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86735398HCID 86735398, compound

Product 1

HCID 86735397HCID 86735397, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1.5 grams (0.036 moles) of (±)-trans-1,2,3,4,4a,8,9,14a-octahydropyrido[4',3':2,3]indolo[1,7-ab][1]benzazepine-3-hexanoic acid ethyl ester dissolved in 25 ml of dry ether was added dropwise to a stirred suspension of 380 mg (0.010 moles) of lithium aluminum hydride in 50 ml of ether under a nitrogen atmosphere. The resulting mixture was then heated for 1 hour at reflux, cooled, and decomposed with 1N sodium hydroxide solution. The ether solution was decanted from the inorganic salts, dried over anhydrous potassium carbonate, and evaporated. The solid residue thus obtained was recrystallized from benzene-hexane to give the title compound as colorless plates, m.p. 101°-102.5° C.

Workup

  1. temperatureThe resulting mixture was then heated for 1 hour
  2. temperatureat reflux
  3. temperaturecooled
  4. customThe ether solution was decanted from the inorganic salts
  5. dry with materialdried over anhydrous potassium carbonate
  6. customevaporated
  7. customThe solid residue thus obtained
  8. customwas recrystallized from benzene-hexane

Sources & evidence

ORD record
ord-64c5fa1a42834066903cd982313e3100
Source dataset
uspto-grants-1978_01
Patent number
US04070467

Reaction notes

Loading…