1,4-Dioxane hydrochloride → 6-Benzyl-1,4-oxazepan-6-ol hydrochloride

HRID 1808238Notes

Reaction equation

HRID 1808238 reaction equation
[CH2:1]([C:8]1([OH:22])[CH2:14][O:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:23].O1CCOCC1>O1CCOCC1>[ClH:23].[CH2:1]([C:8]1([OH:22])[CH2:14][O:13][CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57732098tert-Butyl 6-benzyl-6-hydroxy-1,4-oxazepane-4-carboxylate

Product 1

HCID 685351506-Benzyl-1,4-oxazepan-6-ol hydrochlorideYield 93%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 6-benzyl-6-hydroxy-1,4-oxazepane-4-carboxylate (Preparation 81, 37.15 g, 0.12 mol, 1 eq) was dissolved in dioxane (200 mL), and 4M hydrogen chloride/dioxane (60.4 mL, 0.24 mol, 2 eq) was added. The mixture was stirred for 24 h, evaporated, and coevaporated with ether. The formed precipitate was washed with ether and dried to title compound (27.3 g, 0.11 mol, 93%).

Workup

  1. customevaporated
  2. washThe formed precipitate was washed with ether

Sources & evidence

ORD record
ord-40704a6f8e6c4833a9cb35bc744a25f5
Source dataset
uspto-grants-2013_01
Patent number
US08357711B2

Reaction notes

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