Water → HCID 56946194, compound

HRID 2042561Notes

Reaction equation

HRID 2042561 reaction equation
O.[C:2]([OH:6])(=[O:5])[CH:3]=O.Cl.N1CC[O:11][CH2:10][CH2:9]1.O.[Cl:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23](CC=O)=[CH:22][CH:21]=1>O1CCOCC1>[Cl:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:3]2[CH:2]([OH:6])[O:5][C:10](=[O:11])[CH:9]=2)=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 962WaterHCID 197884Morpholine, hydrochloride (1:1)HCID 15620607Glyoxylic acid, monohydrateHCID 56946193HCID 56946193, compound

Product 1

HCID 56946194HCID 56946194, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of glyoxalic acid hydrate (3.04 g, 33.1 mmol) and morpholine hydrochloride (4.09 g, 33.1 mmol) in dioxane (48 mL) was stirred as 4.5 mL of water was added. To the homogeneous solution [4-(3-chloropropoxy)phenyl]acetaldehyde (6.70 g, 31.5 mmol) was then added and the solution was stirred at reflux for 24 h. The solvent was evaporated and 50 mL of water was added. The solid was collected and washed with water to give 8.3 g (98%): MS m/z 251 (M−17+H).

Workup

  1. additionwas added
  2. temperatureat reflux for 24 h
  3. customThe solvent was evaporated
  4. addition50 mL of water was added
  5. customThe solid was collected
  6. washwashed with water
  7. customto give 8.3 g (98%)

Sources & evidence

ORD record
ord-16ca116a2c634ce5b48c9d53e6b8a793
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

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