Hydrochloric Acid → HCID 67071671, compound

HRID 874263Notes

Reaction equation

Cl.C[O:3][C:4](=[O:31])/[CH:5]=[CH:6]/[C:7]1[CH:8]=[C:9]2[C:27](=[CH:28][CH:29]=1)[O:26][C:12]1([CH2:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)[CH2:11][C:10]2=[O:30]>CC(O)=O>[O:30]=[C:10]1[C:9]2[C:27](=[CH:28][CH:29]=[C:7](/[CH:6]=[CH:5]/[C:4]([OH:31])=[O:3])[CH:8]=2)[O:26][C:12]2([CH2:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH2:11]1

Participants

Conditions

Temperature: 85 °C

Procedure

20% aqueous HCl (10 ml, 55 mmol) was added to a suspension of (±)-(E)-3-[1′-tert-butoxycarbonyl-4-oxo-spiro(chromane-2,4′-azepane)-6-yl]-acrylic acid methyl ester (Intermediate 3, Step B, 954 mg, 2.3 mmol) in glacial AcOH (10 ml). The mixture was stirred at 85° C. for 3 h and then evaporated under vacuum to give (±)-(E)-3-[4-oxo-spiro(chromane-2,4′-azepane)-6-yl]-acrylic acid (735 mg) as a white solid (hydrochloride salt).

Workup

customevaporated under vacuum

Sources & evidence

ORD record: ord-44937b72aa344acb8a95e5df1d59ed83
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980877B2

Reaction notes

Loading…