Hexane → HCID 15341008, compound

HRID 1756540Notes

Reaction equation

HRID 1756540 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:3][CH:2]=1.[Li].C([Li])CCC.CCCCCC.[Cl:25][C:26]1[CH:43]=[CH:42][C:29]2[O:30][C:31]3[CH:41]=[CH:40][CH:39]=[CH:38][C:32]=3[CH2:33][N:34]([C:35](Cl)=[O:36])[C:28]=2[CH:27]=1>C1COCC1>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][O:12][C:35]([N:34]2[CH2:33][C:32]3[CH:38]=[CH:39][CH:40]=[CH:41][C:31]=3[O:30][C:29]3[CH:42]=[CH:43][C:26]([Cl:25])=[CH:27][C:28]2=3)=[O:36])=[CH:3][CH:2]=1

Participants

7

Reactant 5

HCID 8058HexaneHCID 248486NSC65652HCID 3028194LithiumHCID 149759838-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chlorideHCID 178418339Butyllithium

Product 1

HCID 15341008HCID 15341008, compoundYield 40.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By the procedure described in Example 11, 3-(4-pyridylmethylamino)-1-propanol (1.0 g, 3.4 mmol) in 30 mL of THF was converted to its lithium salt with 1.6M n-butyllithium in hexane (2.1 mL, 3.4 mmol) and reacted with the product of Example 2 (1.0 g, 3.4 mmol) to yield 590 mg of the title product.

Sources & evidence

ORD record
ord-3fffa10f6d4f4588bae7e4792eac269c
Source dataset
uspto-grants-1995_08
Patent number
US05441950

Reaction notes

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