Diisobutylaluminum hydride → HCID 87429363, compound

HRID 2173277Notes

Reaction equation

HRID 2173277 reaction equation
[F:1][C:2]1[C:3]([I:18])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12](N(OC)C)=[O:13])[O:7][CH2:6][CH2:5]2.CC(C[AlH]CC(C)C)C>C1COCC1>[F:1][C:2]1[C:3]([I:18])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([CH:12]=[O:13])[O:7][CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 86693011HCID 86693011, compound

Product 1

HCID 87429363HCID 87429363, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-30 °C

Procedure

A solution of 6-fluoro-5-iodo-N-methoxy-N-methyl-3,4-dihydro-1H-isochromene-1-carboxamide (700 mg, 0.2 mmol) in 30 mL of anhydrous THF was cooled to −30° C. and then DIBAL-H (0.3 mmol) was added. The mixture was stirred at −30° C. for 1 hours. The reaction was quenched with water, and extracted with DCM. The orgainc layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was used for the next step without purification.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with DCM
  3. washThe orgainc layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was used for the next step without purification

Sources & evidence

ORD record
ord-4454810b8d7f44faa06f7d308e936bfe
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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