Hydrochloric Acid → HCID 67373530, compound

HRID 1972058Notes

Reaction equation

HRID 1972058 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([N:18]3[CH2:23][CH2:22][C:21]([CH2:25][NH:26]C(OC(C)(C)C)=O)([OH:24])[CH2:20][CH2:19]3)=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[ClH:34]>C(Cl)Cl.O1CCOCC1>[ClH:34].[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([N:18]3[CH2:19][CH2:20][C:21]([CH2:25][NH2:26])([OH:24])[CH2:22][CH2:23]3)=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67375289HCID 67375289, compound

Product 1

HCID 67373530HCID 67373530, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(tert-butoxycarbonylamino-methyl)-4-hydroxy-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester (42.0 mmol, 19.0 g) in DCM (50 mL) was treated with 4 N HCl in dioxane (80 mL) and stirred for 90 minutes. The solvents were removed under reduced pressure, and the crude salt was triturated with diethyl ether, filtered, and dried to provide 4-aminomethyl-4-hydroxy-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester hydrochloride.

Workup

  1. customThe solvents were removed under reduced pressure
  2. customthe crude salt was triturated with diethyl ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-4bdc9bc67725427aa50a7200cfdf4d0c
Source dataset
uspto-grants-2013_04
Patent number
US08431575B2

Reaction notes

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