Hydrochloric Acid → HCID 66932439, compound

HRID 2046739Notes

Reaction equation

HRID 2046739 reaction equation
C[O:2][C:3](=[O:30])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:26](=[CH:27][CH:28]=1)[O:25][C:11]1([CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:13][CH2:12]1)[CH2:10][C:9]2=[O:29].Cl>C(O)(=O)C>[C:19]1([CH2:18][CH2:17][N:14]2[CH2:13][CH2:12][C:11]3([CH2:10][C:9](=[O:29])[C:8]4[C:26](=[CH:27][CH:28]=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:30])=[O:2])[CH:7]=4)[O:25]3)[CH2:16][CH2:15]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66932609HCID 66932609, compound

Product 1

HCID 66932439HCID 66932439, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
85 °C

Procedure

(E)-3-{1′-(2-Phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (1.70 g, 4.19 mmol) was dissolved in acetic acid (20 ml). 6 M HCl (20 ml) was added and the resulting suspension was heated at 85° C. for 4 h, then the solvents were evaporated and the residue was dried under vacuum, giving (E)-3-{1′-(2-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid (1.73 g) as a light yellow solid (hydrochloride salt).

Workup

  1. customthe solvents were evaporated
  2. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-ba710920a73e49baa0f53cc7a149e013
Source dataset
uspto-grants-2013_11
Patent number
US08592444B2

Reaction notes

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