Ethanolamine → HCID 61637420, compound

HRID 1949589Notes

Reaction equation

HRID 1949589 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C:10](=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:15][CH2:16][CH2:17][OH:18].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:15][CH2:16][CH2:17][OH:18])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 2756825Tert-butyl 3-oxopiperidine-1-carboxylateHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 61637420HCID 61637420, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-Oxo-piperidine-1-carboxylic acid tert-butyl ester (0.2 g, 1 mmol) in dichloromethane (5 mL) was added 2-Amino ethanol (0.073 mg, 1.2 mmol) and NaBH(OAc)3 (0.3 g, 1.4 mmol). The resulting mixture was stirred at room temperature overnight and partitioned between dichloromethane and water. The combined organic extracts were washed with brine, dried, and evaporated. The residue was directly used into the next step without further purification.

Workup

  1. custompartitioned between dichloromethane and water
  2. washThe combined organic extracts were washed with brine
  3. customdried
  4. customevaporated
  5. customThe residue was directly used into the next step without further purification

Sources & evidence

ORD record
ord-22c2c39333524a08b1ca623ea5da3dec
Source dataset
uspto-grants-2013_03
Patent number
US08399681B2

Reaction notes

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