4-Methoxybenzaldehyde → HCID 178491129, compound

HRID 1896217Notes

Reaction equation

HRID 1896217 reaction equation
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1>C1(C)C=CC=CC=1>[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16](/[CH:17]=[N:1]/[C@H:2]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:3][OH:4])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 2724025(R)-beta-aminophenethyl alcohol

Product 1

HCID 178491129HCID 178491129, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of (2R)-2-amino-2-phenylethanol (148 g, 1.08 mol) and 4-methoxybenzaldehyde (147 g, 1.08 mol) in toluene (2 L) was heated at reflux to remove water by Dean-Stark trap for 3 hr. The mixture was concentrated and the residue was dried which gave the title compound XIa (265 g, 96%) as a white solid, which was used for next reaction without further purification.

Workup

  1. temperatureat reflux
  2. customto remove water by Dean-Stark trap for 3 hr
  3. concentrationThe mixture was concentrated
  4. customthe residue was dried which

Sources & evidence

ORD record
ord-a88dc370a8f74568ac13ca3287f15c8a
Source dataset
uspto-grants-2013_08
Patent number
US08518952B2

Reaction notes

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