Hydrochloric Acid → HCID 51351264, compound

HRID 529200Notes

Reaction equation

HRID 529200 reaction equation
C[O:2][CH:3](OC)[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]2[CH2:10][O:11][B:12]([OH:13])[C:8]=2[CH:7]=1.Cl>CC(C)=O>[OH:13][B:12]1[C:8]2[CH:7]=[C:6]([O:5][CH2:4][CH:3]=[O:2])[CH:15]=[CH:14][C:9]=2[CH2:10][O:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 51351262HCID 51351262, compound

Product 1

HCID 51351264HCID 51351264, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
30 °C

Procedure

To a solution of H197 (38 mg, 0.16 mmol) in acetone (2 mL) was added 6M HCl (0.3 mL). The reaction mixture was stirred at 30° C. for 24 hours. The residue after evaporation was purified by recrystallization to give the title compound (25.3 mg, 82.5% yield). 1H NMR (400 MHz, acetone-d6): δ 9.82 (s, 1H), 7.35 (d, J=8.0 Hz, 1H), 7.23 (d, J=2.4 Hz, 1H), 7.12 (dd, J=8.1 & 2.4 Hz, 1H), 4.96 (s, 2H) and 4.79 (s, 2H) ppm.

Workup

  1. customThe residue after evaporation
  2. customwas purified by recrystallization

Sources & evidence

ORD record
ord-62d5ef9176524086aa86174fed920cc3
Source dataset
uspto-grants-2016_05
Patent number
US09346834B2

Reaction notes

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