Trifluoroacetic acid → (R)-tert-butyl 6-vinyl-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

HRID 747065Notes

Reaction equation

HRID 747065 reaction equation
[C:1](O)([C:3](F)(F)F)=O.Br[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][C@H:14]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:13][CH2:12]2>C(Cl)Cl>[CH:1]([C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][C@H:14]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:13][CH2:12]2)=[CH2:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59747955HCID 59747955, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.7 mL, 9.07 mmol) was added dropwise to a solution of the product from step A (620 mg, 2.27 mmol) in DCM (10 mL). After stirring at room temperature for 4 h, the reaction mixture was evaporated to dryness. NEt3 (1 mL) was added to the residue and evaporated again to give the crude product, which was directly used in the next step.

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. additionNEt3 (1 mL) was added to the residue
  3. customevaporated again

Sources & evidence

ORD record
ord-499b149a353b4593985b4521563bb5bc
Source dataset
uspto-grants-2008_07
Patent number
US07393852B2

Reaction notes

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