Aluminium lithium hydride → HCID 57679142, compound

HRID 733441Notes

Reaction equation

HRID 733441 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[CH2:11][CH2:10][O:9][CH:8]1[CH2:12][C:13]1([C:22]#[N:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14]1>CCOCC>[O:7]1[CH2:11][CH2:10][O:9][CH:8]1[CH2:12][C:13]1([CH2:22][NH2:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 68821812HCID 68821812, compound

Product 1

HCID 57679142HCID 57679142, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A 1M solution of lithium aluminum hydride in Et2O was added dropwise to a solution of 1-(1,3-dioxolan-2-ylmethyl)-1-indanecarbonitrile (9.9376 g, 43.343 mmole) in Et2O at 0° C. After warming to room temperature overnight the reaction was quenched by the dropwise addition of water resulting in a fine white precipitate. The solid was filtered of and washed 4 times with 100 ml of Et2O. The combined ether layers were evaporated to afford 8.1770 g of [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methanamine (81% yield) as an oil.

Workup

  1. customwas quenched by the dropwise addition of water resulting in a fine white precipitate
  2. filtrationThe solid was filtered of and
  3. washwashed 4 times with 100 ml of Et2O
  4. customThe combined ether layers were evaporated

Sources & evidence

ORD record
ord-63f20d223b884040b073ca968869ff02
Source dataset
uspto-grants-2009_09
Patent number
US07589204B2

Reaction notes

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