Trifluoroacetic acid → 5-((R)-1-pyrrolidin-2-ylmethoxy)-3,4-dihydro-2H-naphthalen-1-one

HRID 81400Notes

Reaction equation

HRID 81400 reaction equation
[O:1]=[C:2]1[CH2:11][CH2:10][CH2:9][C:8]2[C:7]([O:12][CH2:13][C@H:14]3[CH2:18][CH2:17][CH2:16][N:15]3C(OC(C)(C)C)=O)=[CH:6][CH:5]=[CH:4][C:3]1=2.FC(F)(F)C(O)=O>ClC(Cl)C>[NH:15]1[CH2:16][CH2:17][CH2:18][C@@H:14]1[CH2:13][O:12][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:8]=1[CH2:9][CH2:10][CH2:11][C:2]2=[O:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67445985HCID 67445985, compound

Product 1

HCID 584839315-((R)-1-pyrrolidin-2-ylmethoxy)-3,4-dihydro-2H-naphthalen-1-one

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

13.2 6.5 g of tert-butyl (R)-2-(5-oxo-5,6,7,8-tetrahydronaphthalen-1-yloxy-methyl)pyrrolidine-1-carboxylate are reacted with trifluoroacetic acid in dichloroethane and worked up as described, giving 4.1 g of 5-((R)-1-pyrrolidin-2-ylmethoxy)-3,4-dihydro-2H-naphthalen-1-one; Rt.: 1.325 min; [M-1-H]+246.2.

Sources & evidence

ORD record
ord-aeb871ddbd31448daba4baf2f0f3c2d4
Source dataset
uspto-grants-2014_09
Patent number
US08846694B2

Reaction notes

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