[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH2:6]([NH:8][C@@H:9]1[CH2:15][CH2:14][CH2:13][C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C@H:10]1[OH:20])[CH3:7].C(N(CC)CC)C.O>C(Cl)Cl>[CH2:6]([N:8]([C@@H:9]1[CH2:15][CH2:14][CH2:13][C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C@H:10]1[OH:20])[C:3](=[O:4])[CH2:2][Cl:1])[CH3:7]A solution of 0.75 ml (0.022 m) of chloroacetyl chloride in 10 ml of methylene chloride was added dropwise to a solution of 2.3 g (0.0112 m) of trans-6-(N-ethylamino)-6,7,8,9-tetrahydro-5H-benzo cyclohepten-5-ol and 3.2 ml (0.023 m) of triethylamine in 90 ml of methylene chloride. The mixture was stirred 1/2 hour, water is added, and the layers are separated. The organic layer was dried over anhydrous sodium sulfate and concentrated to dryness in vacuo.
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