Hydrochloric Acid → Azepan-4-ol--hydrogen chloride (1/1)

HRID 1468763Notes

Reaction equation

HRID 1468763 reaction equation
[OH:1][CH:2]1[CH2:8][CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.[ClH:16]>C(OCC)(=O)C>[ClH:16].[NH:5]1[CH2:6][CH2:7][CH2:8][CH:2]([OH:1])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22933363tert-Butyl 4-hydroxyazepane-1-carboxylate

Product 1

HCID 53401279Azepan-4-ol--hydrogen chloride (1/1)Yield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl 4-hydroxyazepane-1-carboxylate (1.00 g, 4.65 mmol) in ethyl acetate (23 ml) was added 4N hydrogen chloride in ethyl acetate (23 ml, 92.0 mmol). The mixture was stirred at room temperature for 5 hours. The mixture was concentrated in vacuo to afford azepan-4-ol hydrochloride as a pale yellow oil (710 mg, 4.65 mmol, >99%). This compound was used for the next reaction without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-4bfe68cb7f624b478e9a672f5be5e9d9
Source dataset
uspto-grants-2015_04
Patent number
US09006232B2

Reaction notes

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