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

HRID 2118469Notes

Reaction equation

HRID 2118469 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+].F[C:26](F)(F)C(O)=O>>[NH2:8][C:9]([CH3:10])([CH:11]=[CH:12][CH:13]1[C:14]([CH3:20])([CH3:21])[CH2:15][CH2:16][C:17]1([CH3:18])[CH3:19])[CH3:26]

Participants

5

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14797Potassium HydroxideHCID 70445522N-Boc-2-amino-4-(2,2,5,5-tetramethyl-1-cyclopentyl)-3-butene

Product 1

HCID 566224692-Amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)butene

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-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)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-496fd96a16a4442fa5e7b17d2f76a8be
Source dataset
uspto-grants-1987_07
Patent number
US04678675

Reaction notes

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