[OH-].[Na+].Cl.[Cl:4][C:5]1[CH:18]=[CH:17][C:8]2[CH2:9][CH2:10][CH:11]([NH:15][CH3:16])[CH2:12][C:13](=[O:14])[C:7]=2[CH:6]=1>O>[Cl:4][C:5]1[CH:18]=[CH:17][C:8]2[CH2:9][CH2:10][CH:11]([NH:15][CH3:16])[CH2:12][CH:13]([OH:14])[C:7]=2[CH:6]=1Sodium hydroxide solution was added to suspension of 4.6 g of the product of Step B in 100 ml of water cooled to 10° C and the mixture was extracted with methylene chloride. The extracts were dried and evaporated to dryness and the 4 g of oily residue were dissolved in 40 ml of ethanol and 4 ml of water. 2 g of sodium borohydride were added to the mixture at 20° C and the mixture was stirred for an hour. The mixture was evaporated to dryness and the residue was taken up in methylene chloride. The solution was washed with water, dried and evaporated to dryness. The residue was washed with isopropyl ether to obtain 3.7 g of 3-chloro-5ξ-hydroxy-7-methylamino-6,7,8,9-tetrahydro [5H] benzocycloheptene melting at 90° C.
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