Hydrochloric Acid → HCID 66973439, compound

HRID 1866701Notes

Reaction equation

HRID 1866701 reaction equation
[O:1]=[C:2]1[CH2:7][O:6][C@H:5]2[CH2:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C@H:4]2[N:3]1[CH2:15][C:16]([O:18]CC)=[O:17].[Li+].[OH-].Cl>C1COCC1.O>[O:1]=[C:2]1[CH2:7][O:6][C@H:5]2[CH2:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C@H:4]2[N:3]1[CH2:15][C:16]([OH:18])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86616402HCID 86616402, compound

Product 1

HCID 66973439HCID 66973439, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl [(4aR,9aS)-3-oxo-2,3,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-4(4aH)-yl]acetate from Step C (480 mg, 1.74 mmol) in THF (7.5 mL) and H2O (2.5 mL) was added 1 N aqueous LiOH (2.1 mL, 2.09 mmol) and the resulting mixture was stirred at ambient temperature for 4 h. The mixture was adjusted to pH 4 by addition of 1 N HCl and concentrated to dryness in vacuo to give the title compound. MS: m/z=248 (M+1).

Workup

  1. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-a4a1cbf934d24bbaa5a5172e4d35f03e
Source dataset
uspto-grants-2009_12
Patent number
US07629338B2

Reaction notes

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