Water → HCID 22345606, compound

HRID 584289Notes

Reaction equation

HRID 584289 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Si:7]([O:14][CH2:15][C:16]1[CH:17]=[C:18]([C:26](OC)=[O:27])[C:19](=[CH:24][CH:25]=1)[C:20](OC)=[O:21])([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8].O.[OH-].[Na+]>C(OCC)C.C1COCC1>[Si:7]([O:14][CH2:15][C:16]1[CH:25]=[CH:24][C:19]([CH2:20][OH:21])=[C:18]([CH2:26][OH:27])[CH:17]=1)([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8]

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22345608HCID 22345608, compound

Product 1

HCID 22345606HCID 22345606, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

17.8 g (469 mmol) of lithium aluminum hydride are placed in 800 ml of ethyl ether in a round-bottomed flask and under a stream of nitrogen. At 0° C., a solution of 66.4 g (196 mmol) of dimethyl 4-(tert-butyldimethylsilanyloxymethyl)phthalate in 200 ml of ether and 100 ml of THF is added dropwise. The reaction medium is stirred at 0° C. for 2 hours. 18 ml of water, 18 ml of 15% sodium hydroxide solution and then 54 ml of water are added very slowly. The precipitate formed is filtered off and rinsed with ether, and the filtrate is evaporated. 52 g (94%) of the expected product are obtained in the form of a colorless oil.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washrinsed with ether
  4. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-a039975320654276bedeca83ae7a2c51
Source dataset
uspto-grants-2005_08
Patent number
US06924400B2

Reaction notes

Loading…