HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Formaldehyde → 3-(1,3-Oxazinan-3-YL)propan-1-OL

HRID 438023
Notes
Print preview

Reaction equation

HRID 438023 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][CH2:8][OH:9].[CH2:10]=O>C1(C)C=CC=CC=1>[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][CH2:8][O:9][CH2:10]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 712Formaldehyde2×HCID 106986Dipropanolamine

Product 1

HCID 214277223-(1,3-Oxazinan-3-YL)propan-1-OL

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

To a glass reaction vessel equipped with stirrer, thermometer, and condenser fitted with a water trap is added di-(3-hydroxypropyl) amine (3.0 mole, 399 g.) and toluene (500 g.). Paraformaldehyde (3.15 mole, 90% pure, 105 g.) is weighed out and about 1/3 is added to the amine solution. The resulting mixture is stirred and heated to 90° C. while slowly adding the remaining paraformaldehyde in about 70 minutes. The reaction is heated to reflux and the water separated. After 4 hours, a total of 63 ml. of water is removed. Toluene is removed at reduced pressure. The residue is distilled at high vacuum to yield 3-(γ-hydroxypropyl)tetrahydro-1,3-oxazine.

Workup

  1. customTo a glass reaction vessel
  2. customequipped with stirrer
  3. customthermometer, and condenser fitted with a water trap
  4. temperatureThe reaction is heated
  5. temperatureto reflux
  6. customthe water separated
  7. customof water is removed
  8. customToluene is removed at reduced pressure
  9. distillationThe residue is distilled at high vacuum

Sources & evidence

ORD record
ord-89c86ce49c384346b9e4ebcb96f0fb50
Source dataset
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04032686

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes