Hydrochloric Acid → 2-(2-Phenyl-1,3-benzoxazol-6-yl)propan-1-ol

HRID 2397239Notes

Reaction equation

HRID 2397239 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:13]2[O:14][C:15]3[CH:21]=[C:20]([CH:22]([CH3:28])[C:23](OCC)=[O:24])[CH:19]=[CH:18][C:16]=3[N:17]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(OCC)(=O)C.Cl>CCOCC>[C:7]1([C:13]2[O:14][C:15]3[CH:21]=[C:20]([CH:22]([CH3:28])[CH2:23][OH:24])[CH:19]=[CH:18][C:16]=3[N:17]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 12370785HCID 12370785, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 399492-(2-Phenyl-1,3-benzoxazol-6-yl)propan-1-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of lithium aluminium hydride (~ 2 gm) in ether (50 ml) was slowly added to a solution of ethyl 2-(2-phenyl-6-benzoxazolyl)-propionate (5 g) in ether (40 ml). The mixture was heated under reflux for 1 hr., then ethyl acetate was slowly added until effervescence ceased. 6-N-Aqueous hydrochloric acid was then added and the ether layer was separated off and dried. Chromatography over silica gel yield pure 2-(2-phenyl-6-benzoxazolyl)-propanol, m.p. 98° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. customthe ether layer was separated off
  4. customdried

Sources & evidence

ORD record
ord-a9322c52fbc541f3b3f08190b7984b08
Source dataset
uspto-grants-1977_05
Patent number
US04021440

Reaction notes

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