Water → HCID 23298891, compound

HRID 1952678Notes

Reaction equation

HRID 1952678 reaction equation
[Cl-:1].[Cl-].[Cl-].[Al+3].[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][CH:15]([N:21]1[CH2:36][CH2:35][C:24]3([N:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[C:26](=O)[CH2:25]3)[CH2:23][CH2:22]1)[CH2:16]2.O>C(OCC)C.C1COCC1.C(Cl)Cl>[ClH:1].[CH3:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][CH:15]([N:21]1[CH2:36][CH2:35][C:24]3([N:27]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH2:26][CH2:25]3)[CH2:23][CH2:22]1)[CH2:16]2

Participants

8

Reactant 4

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 9906234HCID 9906234, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 23298891HCID 23298891, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of aluminiumtrichloride (3 mmol) and lithium aluminiumhydride (3 mmol) in diethylether (5 ml) was heated for 1 h. The solution was then added to a mixture of (RS)-7-(4-methyl-indan-2-yl)-1-phenyl-1,7-diaza-spiro[3.5]nonan-2-one(1 mmol) in THF (20 ml). Heating commenced for 4 h. Water (50 ml) and methylenchloride (100 ml) were added, the phases were separated and the organic phase was dried with Na2SO4 and concentrated to yield the desired product which was crystallized as its HCl-salt from ethanol/ethyl acetate. 80 mg (20%) (RS)-7-(4-methyl-indan-2-yl)-1-phenyl-1,7-diaza-spiro[3.5]nonane hydrochloride (1:1) as a colorless solid, >219° C. dec. and MS: m/e=333.3 (M+H+).

Workup

  1. temperaturewas heated for 1 h
  2. temperatureHeating
  3. customthe phases were separated
  4. dry with materialthe organic phase was dried with Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-731cd9df412a4b66ab1a2693b2a5c7c2
Source dataset
uspto-grants-2000_09
Patent number
US06113527

Reaction notes

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