Sodium Bicarbonate → HCID 22329310, compound

HRID 587052Notes

Reaction equation

[CH2:1]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]3[N:24]([CH2:25][CH2:26][O:27][CH3:28])[CH2:23][CH2:22][C:21]([C:29]([O:31]C(C)(C)C)=[O:30])=[CH:20][C:19]=3[CH:36]=2)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH3:4].Cl.[C:38](OCC)(=O)C.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[CH2:1]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]3[N:24]([CH2:25][CH2:26][O:27][CH2:28][CH3:38])[CH2:23][CH2:22][C:21]([C:29]([OH:31])=[O:30])=[CH:20][C:19]=3[CH:36]=2)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 60 °C

Procedure

In ethyl acetate (28 ml) was dissolved tert-butyl 7-[4-(2-butoxyethoxy)phenyl]-1-(2-methoxyethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (1.4 g). To the solution was added 4N hydrochloric acid/ethyl acetate (14 ml) at room temperature, and the mixture was stirred at 60° C. for 2 hours. After cooled to room temperature, an aqueous saturated solution of sodium hydrogen carbonate was added to adjust pH to approximate 5. The solvent was removed under reduced pressure, and the resulting residue was washed with hexane/ethyl acetate (=6/1) to give 7-[4-(2-butoxyethoxy)phenyl]-1-(2-ethoxyethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid (0.61 g, 49%).

Workup

temperatureAfter cooled to room temperature
customThe solvent was removed under reduced pressure
washthe resulting residue was washed with hexane/ethyl acetate (=6/1)

Sources & evidence

ORD record: ord-cf4102b0140d4e278c9f8cdc03b7c639
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06936602B1

Reaction notes

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