Hydrochloric Acid → HCID 58136358, compound

HRID 877231Notes

Reaction equation

HRID 877231 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[C:7](=[O:12])[NH:6][C:5]2=[O:13].[BH4-].[Na+].Cl>C(O)C>[F:11][C:10]1[CH:9]=[C:8]2[C:4](=[CH:3][C:2]=1[F:1])[C:5](=[O:13])[NH:6][CH:7]2[OH:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 148182125,6-Difluoroisoindoline-1,3-dione

Product 1

HCID 58136358HCID 58136358, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

740 mg (4.04 mmol) of 5,6-difluoro-1H-isoindole-1,3(2H)-dione were dissolved in 6.6 ml of ethanol, the mixture was cooled to 0° C. and 76.4 mg (2.02 mmol) of sodium borohydride were added a little at a time. After the addition had ended, the reaction mixture was slowly warmed to RT and stirred at RT for another 30 min before the reaction mixture was adjusted to neutral with 1 N hydrochloric acid. The mixture was concentrated to dryness under reduced pressure, and the residue was dried further under high vacuum. This gave 800.8 mg of crude product which was used without further purification for the next reaction.

Workup

  1. additionAfter the addition
  2. temperaturethe reaction mixture was slowly warmed to RT
  3. concentrationThe mixture was concentrated to dryness under reduced pressure
  4. customthe residue was dried further under high vacuum
  5. customThis gave 800.8 mg of crude product which was used without further purification for the next reaction

Sources & evidence

ORD record
ord-43d2b618a54049ed9c682d8140125355
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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