Benzaldehyde → HCID 19910033, compound

HRID 1534634Notes

Reaction equation

HRID 1534634 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].Cl.N(CCO)(CCO)C[CH2:20][OH:21]>C(Cl)(Cl)Cl>[CH3:5][C:2]1([CH3:6])[NH:1][CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:20](=[O:21])[O:4][CH2:3]1

Participants

7

Reactant 5

HCID 240BenzaldehydeHCID 313Hydrochloric Acid2×HCID 7618TriethanolamineHCID 118072-Amino-2-methyl-1-propanolHCID 14798Sodium Hydroxide

Product 1

HCID 19910033HCID 19910033, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In a manner analogous to that described in Example 1A hereinbefore, 2-amino-2-methyl-1-propanol, benzaldehyde and chloroform are reacted at ice bath temperature in the presence of a phase transfer catalyst and aqueous NaOH is added dropwise into the reaction vessel while the contents are being stirred. The sodium salt of the compound is recovered with an analogous workup, and warmed with a mineral acid to yield a compound which is a hydrochloride. When the hydrochloride is reacted with triethanolamine, the compound recovered is identified as being 5,5-dimethyl-3-phenyl-2-morpholone.

Workup

  1. additionis added dropwise into the reaction vessel while the contents
  2. customThe sodium salt of the compound is recovered with an analogous workup
  3. temperaturewarmed with a mineral acid
  4. customto yield a compound which
  5. customthe compound recovered

Sources & evidence

ORD record
ord-fbbb9d06377045bd9f7d3eb24da85ffc
Source dataset
uspto-grants-1992_02
Patent number
US05089614

Reaction notes

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