Aluminium lithium hydride → HCID 66914812, compound

HRID 880481Notes

Reaction equation

HRID 880481 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][CH2:9][N:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[C:11]1[C:21](OC)=[O:22]>O1CCCC1>[CH3:7][O:8][CH2:9][N:10]1[CH:14]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:12]=[C:11]1[CH2:21][OH:22]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66914881HCID 66914881, compound

Product 1

HCID 66914812HCID 66914812, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminum hydride (113 mg, 3.06 mmol) was added portionwise to a stirred solution of methyl 1-(methoxymethyl)-4-phenyl-pyrrole-2-carboxylate (500 mg, 2.04 mmol) in tetrahydrofuran (10 mL) over a period of 15 min at 0° C. The resulting mixture stirred for 12 h and then quenched with ice and the mixture extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to yield [1-(methoxymethyl)-4-phenyl-pyrrol-2-yl]methanol (400 mg, 91%) as a brown liquid.

Workup

  1. customquenched with ice
  2. extractionthe mixture extracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d1803f183f4d4c22857aca9ef4507485
Source dataset
uspto-grants-2015_03
Patent number
US08993574B2

Reaction notes

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