Trimethylamine → (S)-2,3-Dihydroxy-N,N,N-trimethylpropan-1-aminium chloride

HRID 1194574Notes

Reaction equation

HRID 1194574 reaction equation
[CH3:1][N:2]([CH3:4])[CH3:3].[Cl:5][CH2:6][C@H:7]([OH:10])[CH2:8][OH:9]>>[Cl-:5].[OH:10][C@H:7]([CH2:8][OH:9])[CH2:6][N+:2]([CH3:4])([CH3:3])[CH3:1]

Participants

3

Reactant 2

HCID 1146TrimethylamineHCID 148793(2R)-3-Chloro-1,2-propanediol

Product 1

HCID 13668848(S)-2,3-Dihydroxy-N,N,N-trimethylpropan-1-aminium chloride

Procedure

There was added 40 ml of 30 w/v % aqueous solution of trimethylamine to 10.40 g of (R)-3-chloro-1,2-propanediol (optical purity: 100% e.e., chemical purity: 99%). After reacting for 2 hours at room temperature, the reaction mixture was evaporated to dryness to give 15.60 g of (S)-2,3-dihydroxypropyltrimethylammonium chloride as crystals.

Workup

  1. customthe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-ba2d2b53146b42279049123def89541f
Source dataset
uspto-grants-1989_03
Patent number
US04814506

Reaction notes

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