Boron trifluoride → 2-(Tritylthio)ethylamine hydrochloride

HRID 890330Notes

Reaction equation

HRID 890330 reaction equation
[ClH:1].[NH2:2][CH2:3][CH2:4][SH:5].[C:6]1([C:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)O)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.B(F)(F)F>C(O)(=O)C>[CH:23]1[CH:24]=[CH:25][C:20]([C:12]([S:5][CH2:4][CH2:3][NH2:2])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)=[CH:21][CH:22]=1.[ClH:1]

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 6457TriphenylcarbinolHCID 9082Cysteamine Hydrochloride

Product 1

HCID 184272672-(Tritylthio)ethylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1 equivalent of cysteamine hydrochloride and 1 equivalent of triphenylmethanol are dissolved in glacial acetic acid at 60° and treated with stirring with 1.1 equivalents of BF3 etherate. The mixture is stirred for one hour and worked up in the customary manner and Trt-cysteamine hydrochloride (“C”) is obtained.

Workup

  1. additiontreated

Sources & evidence

ORD record
ord-22221f657b7742bebbb0ac2716046337
Source dataset
uspto-grants-2006_02
Patent number
US06995238B2

Reaction notes

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