Water → HCID 23286089, compound

HRID 367338Notes

Reaction equation

HRID 367338 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([CH3:20])[O:19][CH2:18][CH2:17][O:16]2)=[CH:11][C:10]=1[CH2:21][C:22](OC)=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([CH3:20])[O:16][CH2:17][CH2:18][O:19]2)=[CH:11][C:10]=1[CH2:21][CH2:22][OH:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 23286119HCID 23286119, compound

Product 1

HCID 23286089HCID 23286089, compoundYield 108.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methyl 2-[2-benzyloxy-5-(2-methyl-1,3-dioxolan-2-yl)phenyl]acetate (9.0 g) was dissolved in 130 ml of diethyl ether, 1.0 g of lithium aluminum hydride in small portions was added to the solution with stirring under ice-cooling, and the mixture was subjected to 1 hour of reaction. Water was added in small portions to the reaction solution with stirring under ice-cooling, and the formed precipitates were removed by filtration. By concentrating the resulting filtrate under reduced pressure, 9.0 g of 2-[2-benzyloxy-5-(2-methyl-1,3-dioxolan-2-yl)phenyl]ethanol was obtained in an oily form.

Workup

  1. temperaturecooling
  2. customthe mixture was subjected to 1 hour of reaction
  3. stirringwith stirring under ice-
  4. temperaturecooling
  5. customthe formed precipitates
  6. customwere removed by filtration
  7. concentrationBy concentrating the resulting filtrate under reduced pressure

Sources & evidence

ORD record
ord-5a643c12d2cf44cf85a911f7c281e4dc
Source dataset
uspto-grants-2000_10
Patent number
US06133266

Reaction notes

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