Diisobutylaluminumhydride → HCID 67226037, compound

HRID 573061Notes

Reaction equation

HRID 573061 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-addac386f7194223a8846c8eef572329
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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