Triethylamine → HCID 86638743, compound

HRID 1291904Notes

Reaction equation

HRID 1291904 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].C(N(CC)CC)C.[CH2:13]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([CH:29]([OH:31])[CH3:30])[CH2:25][CH2:24]1)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>ClCCl>[S:2]([O:31][CH:29]([CH:26]1[CH2:27][CH2:28][N:23]([C:21]([O:20][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:22])[CH2:24][CH2:25]1)[CH3:30])(=[O:4])(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18918437Phenylmethyl 4-(1-hydroxyethyl)-1-piperidinecarboxylate

Product 1

HCID 86638743HCID 86638743, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methanesulphonyl chloride (0.85 ml) in dichloromethane (20 ml) was added dropwise to a stirred, ice-cooled solution of triethylamine (1.55 ml) and the product of step (i) (2.64 g) in dichloromethane (50 ml). After stirring for 3 hours the reaction mixture was washed with water (3×) and brine, dried (PS paper) and evaporated in vacuo to yield N-benzyloxycarbonylpiperidin-4-ylethanol mesylate as a colourless paste (3.4 g) NMR (d6DMSO) : δ 0.9-1.2 (2H,m); 1.5-1.8 (5H,m);2.6-2.9 (2H,m); 4.0 (2H,d);4.25 (2H,t);4.4 (3H,s); 5.1 (2H,s); 7.35 (5H,m); m/e 342 (M+H)+.

Workup

  1. washwas washed with water (3×) and brine
  2. customdried (PS paper)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-80f09500bd8342afbe86a7135cb35433
Source dataset
uspto-grants-1998_05
Patent number
US05753659

Reaction notes

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