Diisobutylaluminumhydride → HCID 67226037, compound

HRID 1043080Notes

Reaction equation

HRID 1043080 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:19]([C:31](OC)=[O:32])=[CH:20][C:21]([CH2:24][CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[CH:22][CH:23]=2)=[CH:14][CH:13]=1>ClCCl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[CH:20][C:19]=2[CH2:31][OH:32])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 67225996HCID 67225996, compound

Product 1

HCID 67226037HCID 67226037, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diisobutylaluminum hydride (1M in hexanes, 7.8 mL) was added to a solution of EXAMPLE 53D (0.89 g) in dichloromethane (30 mL) at 0° C., and the reaction was stirred for 20 minutes. The reaction was quenched by the slow addition of methanol, and then poured into 1M aqueous NaOH (50 mL). The mixture was extracted twice with ethyl acetate, and extracts were combined, washed with brine, dried over Na2SO4, filtered, and concentrated.

Workup

  1. customThe reaction was quenched by the slow addition of methanol
  2. additionpoured into 1M aqueous NaOH (50 mL)
  3. extractionThe mixture was extracted twice with ethyl acetate, and extracts
  4. washwashed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-7f847145a13d4762873accb54d4bb553
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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