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

HRID 1731500Notes

Reaction equation

HRID 1731500 reaction equation
C([NH:8][C:9]([CH3:22])([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][C:9]([CH3:22])([CH:11]=[CH:12][CH:13]1[C:14]([CH3:21])([CH3:20])[CH2:15][CH2:16][C:17]1([CH3:19])[CH3:18])[CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 70445521N-Boc-2-amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)butene

Product 1

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

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-Boc-2-amino-2-methyl-4-(2,2,5,5-tetramethyl-1-cyclopentyl)butene is dissolved in trifluoroacetic acid and the solution is stirred overnight. Water is added and the mixture made basic with 20% KOH. The mixture is extracted with ether, the organic layer dried over NaSO4 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 dried over NaSO4
  3. customevaporated

Sources & evidence

ORD record
ord-05105b62823a42d48ceb9345fb9a1fff
Source dataset
uspto-grants-1986_11
Patent number
US04622232

Reaction notes

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