Hydrochloric Acid → HCID 118057419, compound

HRID 528508Notes

Reaction equation

HRID 528508 reaction equation
[CH3:1][C:2]1([CH3:30])[C:10]2[CH:9]=[C:8]3[O:11][CH2:12][O:13][C:7]3=[CH:6][C:5]=2[C:4](=[O:14])[N:3]1[CH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]1.C(O)C.[ClH:34]>C(OCC)(=O)C>[ClH:34].[CH3:1][C:2]1([CH3:30])[C:10]2[CH:9]=[C:8]3[O:11][CH2:12][O:13][C:7]3=[CH:6][C:5]=2[C:4](=[O:14])[N:3]1[CH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 90064493HCID 90064493, compound

Product 1

HCID 118057419HCID 118057419, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a reaction vessel, 2 g (0.0048 mol) compound XIV, 10 ml ethanol and 50 ml 10% solution of hydrogen chloride in ethyl acetate were added, the reaction was kept at room temperature for 1-1.5 h, filtrated, the filter cake was washed with ethyl acetate, dried, and 1.2 g compound II-4 was obtained, with yield of 71%. 1H NMR (D2O): δ 1.27 (s, 6H), 1.45 (m, 2H), 1.56 (q, 2H, J=6.9 Hz), 1.69 (br s, 1H), 2.00 (d, 2H, J=13.9 Hz), 3.00 (t, 2H, J=12.6 Hz), 3.37 (t, 2H, J=7.6 Hz), 3.45 (d, 2H, J=12.3 Hz), 5.96 (s, 2H), 6.79 (s, 1H), 6.86 (s, 1H); MS (ESI): m/z 317 [M-Cl]+.

Workup

  1. filtrationfiltrated
  2. washthe filter cake was washed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-bced2744f1394c2187bd37aeee85876b
Source dataset
uspto-grants-2016_05
Patent number
US09346818B2

Reaction notes

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