Diethyl Ether → HCID 21801030, compound

HRID 2082080Notes

Reaction equation

HRID 2082080 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9](O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1.C1(C)C=CC(S([O-])(=O)=[O:25])=CC=1.[NH+]1C=CC=CC=1.CCOCC>ClCCl>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:25][CH:17]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 22620026t-Butoxycarbonylaminoethanol

Product 1

HCID 21801030HCID 21801030, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N-t-butoxycarbonylaminoethanol (2.0 g), dihydropyran (1.7 ml) and pyridinium p-toluenesulphonate (310 mg) in anhydrous dichloromethane (90 ml) was stirred at room temperature for 2 1/2 hours. Ether (150 ml) was added, the solution was washed with water (2×50 ml), dried, and the solvent removed under reduced pressure to give 2-(2-(2-(N-t-butoxycarbonylamino)ethoxy)tetrahydropyran (3.0 g) as a yellow oil.

Workup

  1. washthe solution was washed with water (2×50 ml)
  2. customdried
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-13e16010fb564dee9ae3d964eb25810f
Source dataset
uspto-grants-1993_02
Patent number
US05187190

Reaction notes

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