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

Hexamethylenediamine → Butyl ethyl-3-hydroxypropylphosphinate

HRID 1911718
Notes
Print preview

Reaction equation

HRID 1911718 reaction equation
NCCCCCCN.[CH2:9]([P:11]([CH2:18][CH2:19][CH:20]=[O:21])(=[O:17])[O:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:10].[H][H]>[Ni].[OH-].[K+].O>[CH2:9]([P:11]([CH2:18][CH2:19][CH2:20][OH:21])(=[O:17])[O:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 3

HCID 16402HexamethylenediamineHCID 86656679Butyl ethyl(2-formylethyl)phosphinateHCID 178418361HCID 178418361, compound

Product 1

HCID 86656676Butyl ethyl-3-hydroxypropylphosphinateYield 83%

Reagents, catalysts & solvents 3

HCID 935NickelCatalyst
HCID 14797
Potassium Hydroxide
Catalyst
HCID 962WaterSolvent

Procedure

In a glass autoclave, 240 g of hexamethylenediamine, 52 g of water, 6.4 g of Raney® nickel (doped with 1.5% by weight of chromium), 0.18 g (4 mmol) of potassium hydroxide, 75.1 g (0.37 mol) of butyl ethyl(2-formylethyl)phosphinate (produced in as Example 9) are reacted at 50° C. with hydrogen at 25 bar. Following a reaction time of 8 hours, the autoclave was let down. For purification, the reaction solution is filtered, passed through a column charged with Deloxan® THP II and concentrated in vacuo. The product is purified by chromatography to obtain 63.9 g (83% of theory) of butyl ethyl(3-hydroxypropyl)phosphinate as colorless oil.

Workup

  1. customa reaction time of 8 hours
  2. customFor purification
  3. filtrationthe reaction solution is filtered
  4. additioncharged with Deloxan® THP II
  5. concentrationconcentrated in vacuo
  6. customThe product is purified by chromatography

Sources & evidence

ORD record
ord-0380eebd071740d2bd2dca1f029adfcf
Source dataset
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08604108B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes