Water → HCID 14967721, compound

HRID 1681585Notes

Reaction equation

HRID 1681585 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH:14]([C:20](O)=[O:21])[CH2:13][CH2:12]2.O.[OH-].[Na+]>O1CCCC1>[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH:14]([CH2:20][OH:21])[CH2:13][CH2:12]2

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 2090685,6-Dimethoxy-2,3-dihydro-1H-indene-1-carboxylic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 14967721HCID 14967721, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 3.1 g of lithium aluminium hydride suspended in 30 ml of tetrahydrofuran there are added 18 g of (5,6-dimethoxyindan-1-yl)carboxylic acid [described in J. Pharm. Sci. (1968) 57 (6) 1013] dissolved in 180 ml of tetrahydrofuran. After stirring at room temperature for 18 hours, there are added dropwise, with cooling, 2.2 ml of water, then 1.7 ml of 20% sodium hydroxide, and finally 7.6 ml of water. The mineral salts are then filtered and rinsed, and the filtrate is evaporated to dryness. In this manner, 16.5 g of (5,6-dimethoxyindan-1-yl)methanol are obtained in the form of an oil, in a yield of 98%.

Workup

  1. additionthere are added dropwise
  2. temperaturewith cooling
  3. filtrationThe mineral salts are then filtered
  4. washrinsed
  5. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-fa3778c728494e0a9a386d4da876e5ff
Source dataset
uspto-grants-1992_12
Patent number
US05173490

Reaction notes

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