Hydrochloric Acid → HCID 18930706, compound

HRID 259772Notes

Reaction equation

HRID 259772 reaction equation
C(OC([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([C:18](=[O:32])[CH:19]=[CH:20][C:21]2[CH:31]=[CH:30][C:24]([O:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:23][CH:22]=2)[CH:15]=[CH:16][CH:17]=1)=O)(C)(C)C.[ClH:33].C(OCC)C>O1CCOCC1>[NH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([C:18](=[O:32])/[CH:19]=[CH:20]/[C:21]2[CH:22]=[CH:23][C:24]([O:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:30][CH:31]=2)[CH:15]=[CH:16][CH:17]=1.[ClH:33]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 54454451HCID 54454451, compound

Product 1

HCID 18930706HCID 18930706, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-BOC amine 1d (0.20 g, 0.45 mmol) and 4 M hydrogen chloride in 1,4-dioxane (1.0 mL) was stirred at room temperature under a CaSO4 drying tube for 3.3 h. Dilution with diethyl ether produced a precipitate, which was collected by filtration and dried to give a yellow powder (0.17 g). 1H-NMR(300 MHz, d6 -DMSO): 13.1 (br, 1H), 8.09 (br, 3H), 7.87-7.82 (m, 3H), 7.78 and 7.74 (AB quartet, 2H, J=15 Hz), 7.63 (s, 1H), 7.53 (t, 1H, J=8 Hz), 7.28 (dd, 1H, J=8,2 Hz), 7.01 (d, 2H, J=9Hz), 4.78 (s, 2H), 4.30-4.26 (m, 2H), 3.36 (br, 2H). HR-MS: Calc. 342.1341, Found 342.1349. IR(KBr) cm-1 3398, 1744, 1656.

Workup

  1. filtrationwas collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-c7e5a1c1eed24771b4d31b543ad6f9d3
Source dataset
uspto-grants-1996_06
Patent number
US05523302

Reaction notes

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