Hydrochloric Acid → HCID 51051073, compound

HRID 874234Notes

Reaction equation

HRID 874234 reaction equation
Cl.CCOCC.[CH2:7]([N:14]1[CH2:18][CH2:17][C:16]2([CH2:27][C:26](=[O:28])[C:25]3[C:20](=[CH:21][CH:22]=[C:23](/[CH:29]=[CH:30]/[C:31]([NH:33][O:34]C4CCCCO4)=[O:32])[CH:24]=3)[O:19]2)[CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)Cl>[CH2:7]([N:14]1[CH2:18][CH2:17][C:16]2([CH2:27][C:26](=[O:28])[C:25]3[C:20](=[CH:21][CH:22]=[C:23](/[CH:29]=[CH:30]/[C:31]([NH:33][OH:34])=[O:32])[CH:24]=3)[O:19]2)[CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86671979HCID 86671979, compound

Product 1

HCID 51051073HCID 51051073, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 M HCl in Et2O (5 ml, 5 mmol) was added dropwise to a solution of (±)-(E)-3-[1′-benzyl-4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (172 mg, 0.37 mmol) in DCM (3 ml). After 1 h stirring a white solid precipitated, which was then filtered off, washed with DCM, dried under vacuum and collected to give 83 mg of (±)-(E)-3-[1′-benzyl-4-oxo-spiro(chromane-2,3′-pyrrolidine)-6-yl]-N-hydroxy-acrylamide as its hydrochloride salt.

Workup

  1. customprecipitated
  2. filtrationwhich was then filtered off
  3. washwashed with DCM
  4. customdried under vacuum
  5. customcollected

Sources & evidence

ORD record
ord-9ab99b4b48e04a57be1c5e1a86e1a64c
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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