Trifluoroacetic acid → ethyl 2-[(3R)-piperidin-3-yl]acetate

HRID 1011219Notes

Reaction equation

HRID 1011219 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 29919087(R)-1-Boc-3-piperidine acetate ethyl ester

Product 1

HCID 7161133ethyl 2-[(3R)-piperidin-3-yl]acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

290 mg (1.07 mmol) of ethyl (R)-(1-tert-butoxycarbonylpiperidin-3-yl)acetate (Example 17A) are stirred with 2 ml of dichloromethane and 2 ml of trifluoroacetic acid at RT for 1 h. The volatile components are removed on a rotary evaporator and the residue is dried under high vacuum. The resulting oil (301 mg, 99% of theory) is reacted further as it is.

Workup

  1. customThe volatile components are removed on a rotary evaporator
  2. customthe residue is dried under high vacuum
  3. customThe resulting oil (301 mg, 99% of theory) is reacted further as it

Sources & evidence

ORD record
ord-6e8ce1c5c0df4bb19ad5fefad24fc4c7
Source dataset
uspto-grants-2011_07
Patent number
US07977349B2

Reaction notes

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