Ammonium Chloride → HCID 18999714, compound

HRID 2379434Notes

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[CH:12]2[C:13]3[CH:25]=[CH:24][CH:23]=[CH:22][C:14]=3[CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:11]2[CH2:10][CH2:9][N:8]1[CH2:26][C:27](OCC)=[O:28].[Cl-].[NH4+]>O1CCCC1>[CH2:7]1[CH:12]2[C:13]3[CH:25]=[CH:24][CH:23]=[CH:22][C:14]=3[CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:11]2[CH2:10][CH2:9][N:8]1[CH2:26][CH2:27][OH:28]

Participants

Conditions

Temperature: 0 °C

Procedure

A suspension of 0.251 g of lithium aluminum hydride in 20 ml of tetrahydrofuran was added, whilst ice-cooling, over a period of 10 minutes to a solution of 2.22 g of ethyl (1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)acetate [prepared by the same procedure as described in Example 3(b)] dissolved in 15 ml of tetrahydrofuran, under an atmosphere of nitrogen. The mixture was then stirred at 0° C. for 30 minutes and at room temperature for 2 hours, after which 2 ml of a saturated aqueous solution of ammonium chloride were added. The mixture was filtered, and the filtrate was extracted with ethyl acetate. The extract was washed with water and concentrated by evaporation under reduced pressure, to afford 1.65 g (yield 85%) of the title compound, melting at 123°-125 ° C.

Workup

additionwas added, whilst ice-
customprepared by the same procedure
filtrationThe mixture was filtered
extractionthe filtrate was extracted with ethyl acetate
washThe extract was washed with water
concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record: ord-d16f87dd1f134f95975a45d0c2a80216
Source dataset: uspto-grants-1994_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05362725

Reaction notes

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