Methanol → HCID 23718677, compound

HRID 843328Notes

Reaction equation

HRID 843328 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C@@H:13]([OH:26])[CH2:14][O:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][CH:20]=[N:21]3)[CH2:8][CH2:7]1)=[O:5])C.O.CO.[OH-].[Li+:31]>O1CCCC1>[OH:26][C@@H:13]([CH2:14][O:15][C:16]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:17]=1[CH:18]=[CH:19][CH:20]=[N:21]2)[CH2:12][N:9]1[CH2:10][CH2:11][CH:6]([C:4]([O-:5])=[O:3])[CH2:7][CH2:8]1.[Li+:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 58739300HCID 58739300, compound

Product 1

HCID 23718677HCID 23718677, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(R)-1-[2-Hydroxy-3-(quinolin-5-yloxy)-propyl]-piperidine-4-carboxylic acid ethyl ester (31) (1.15 g; 3.21 mmol) is dissolved in 21 mL of a 40:40:20 mixture of tetrahydrofuran:water:methanol. Lithium hydroxide (81 mg; 3.37 mmol) is added and the mixture stirred at ambient temperature. After 4.5 hours, the mixture is concentrated in vacuo at 40° C. Further drying on the vacuum pump affords the desired product (32) as a white solid.

Workup

  1. concentrationthe mixture is concentrated in vacuo at 40° C
  2. customFurther drying on the vacuum pump

Sources & evidence

ORD record
ord-3fb5224761954d6b84a31d566aacbf3e
Source dataset
uspto-grants-2002_04
Patent number
US06376514B1

Reaction notes

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