Hydrochloric Acid → HCID 67071560, compound

HRID 874229Notes

Reaction equation

HRID 874229 reaction equation
Cl.C[O:3][C:4](=[O:22])/[CH:5]=[CH:6]/[C:7]1[CH:8]=[C:9]2[C:18](=[CH:19][CH:20]=1)[O:17][C:12]1([CH2:16][CH2:15][NH:14][CH2:13]1)[CH2:11][C:10]2=[O:21]>CC(O)=O>[O:21]=[C:10]1[C:9]2[C:18](=[CH:19][CH:20]=[C:7](/[CH:6]=[CH:5]/[C:4]([OH:22])=[O:3])[CH:8]=2)[O:17][C:12]2([CH2:16][CH2:15][NH:14][CH2:13]2)[CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67071421HCID 67071421, compound

Product 1

HCID 67071560HCID 67071560, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
85 °C

Procedure

HCl 20% aq. (5 ml, 30 mmol) was added to a suspension of (±)-(E)-3-[1-tert-butoxycarbonyl-4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-acrylic acid methyl ester (Intermediate 1, Step B) (464 mg, 1.2 mmol) in glacial AcOH (5 ml). The mixture was stirred at 85° C. for 3 h and then evaporated under vacuum to give (±)-(E)-3-[4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-acrylic acid (370 mg) as a white solid (hydrochloride salt).

Workup

  1. customevaporated under vacuum

Sources & evidence

ORD record
ord-f620a6cd2c1f407a982077ac6114885f
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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