Hydrochloric Acid → HCID 18476441, compound

HRID 742347Notes

Reaction equation

HRID 742347 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:18][CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[C:10]=2[CH:21]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][CH2:32][N:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[CH:25][CH:24]=2)O)=[CH:5][CH:4]=1.[ClH:39]>C(OCC)(=O)C>[ClH:39].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[C:10]=2[CH2:21][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][CH2:32][N:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[CH:25][CH:24]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10118519HCID 10118519, compound

Product 1

HCID 18476441HCID 18476441, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Reaction of the product of Example 21 (1.5 g, 2.9 mmol) with hydrochloric acid (50 mL of a saturated ethyl acetate solution) in ethyl acetate (50 mL) according to the procedure in Example 18 gave a 97% yield of the desired product: 1 -NMR (300 MHz, CDCl3) δ 7.70-7.80 (m, 2H), 7.42 (d, J=8.4 Hz, 1H), 7.15-7.30 (m, 3H), 7.05 (m, 1H), 6.85-6.95 (m, 4H), 6.69 (d, J=8.6 Hz, 2H), 4.34 (s, 2H), 3.97-4.03 (m, 2H) , 3.92 (s, 3H) , 3.82 (s, 3H), 3.50-3.60 (m, 2H) , 3.05-3.20 (m, 2H), 2.57 -2.70 (m, 2H), 2.20-2.50 (m, 4H) , 1.80-2.00 (m, 4H); MS (FD) m/e 495 (M+ -hydrochloric acid); Anal. Calc'd. for: C, 74.49; H, 7.20; N, 2.63. Found: C, 74.74; H, 7.36; N, 2.75.

Sources & evidence

ORD record
ord-1dbd1dc559f2471ea053d9ea74e0a013
Source dataset
uspto-grants-1996_09
Patent number
US05554628

Reaction notes

Loading…