Water → 2-Amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene

HRID 1731495Notes

Reaction equation

HRID 1731495 reaction equation
C([NH:8][CH:9]([CH:11]=[CH:12][CH:13]1[C:17]([CH3:19])([CH3:18])[CH2:16][CH2:15][C:14]1([CH3:21])[CH3:20])[CH3:10])(OC(C)(C)C)=O.O.[OH-].[K+]>FC(F)(F)C(O)=O>[NH2:8][CH:9]([CH:11]=[CH:12][CH:13]1[C:14]([CH3:21])([CH3:20])[CH2:15][CH2:16][C:17]1([CH3:18])[CH3:19])[CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 70445522N-Boc-2-amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene

Product 1

HCID 572529842-Amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-Boc-2-amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene is dissolved in trifluoroacetic acid and the solution is stirred overnight. Water is added and the mixture is made basic with 20% KOH. The mixture is extracted with ether, and the organic layer is dried over Na2SO4 and evaporated to yield 2-amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene.

Workup

  1. extractionThe mixture is extracted with ether
  2. dry with materialthe organic layer is dried over Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-4b639fbd99fa4400bdc34f82720be655
Source dataset
uspto-grants-1986_11
Patent number
US04622232

Reaction notes

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