Trifluoroacetic acid → (6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-amine

HRID 32123Notes

Reaction equation

HRID 32123 reaction equation
C(O)(C(F)(F)F)=O.C(OC(=O)[NH:14][C@@H:15]1[CH2:24][CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH:25]=[CH2:26])[CH:21]=2)[CH2:16]1)(C)(C)C>C(Cl)Cl>[CH:25]([C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[CH2:16][C@H:15]([NH2:14])[CH2:24][CH2:23]2)=[CH2:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59747916(R)-tert-butyl 6-vinyl-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

Product 1

HCID 68931519(6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.7 mL, 9.07 mmol) was added dropwise to a solution of (6-vinyl-1,2,3,4-tetrahydro-naphthalen-2-(R)-yl)-carbamic acid tert-butyl ester (620 mg, 2.27 mmol) in CH2Cl2 (10 mL). After stirring at RT for 4 h, the mixture was evaporated to dryness. Et3N (1 mL) was added to the residue and evaporated again to give the crude which was directly used in the next step.

Workup

  1. customthe mixture was evaporated to dryness
  2. additionEt3N (1 mL) was added to the residue
  3. customevaporated again
  4. customto give the crude which

Sources & evidence

ORD record
ord-84ca7320b0c84366825ab7fbc4343294
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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