Propargyl bromide → HCID 10039974, compound

HRID 1087722Notes

Reaction equation

HRID 1087722 reaction equation
[OH:1][C:2]1[C:6]2[CH2:7][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:9][CH2:10][CH2:11][C:5]=2[O:4][N:3]=1.[CH2:19](Br)[C:20]#[CH:21]>>[CH2:21]([O:1][C:2]1[C:6]2[CH2:7][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:9][CH2:10][CH2:11][C:5]=2[O:4][N:3]=1)[C:20]#[CH:19]

Participants

3

Reactant 2

HCID 7842Propargyl bromideHCID 178451831HCID 178451831, compound

Product 1

HCID 10039974HCID 10039974, compoundYield 58%

Procedure

The compound was synthezised from tert.butyl 3-hydroxy-5,6,7,8-tetrahydro-4H-isoxazolo [4,5-c]azepin-5-carboxylate (from Example 7) and 2-propynyl bromide, by the method described in Example 4. The title compound was isolated by using chromatography on silica gel (eluent: toluene-ethyl acetate (3:1)) in a yield of 58%. 1H NMR: δ4.83 (2 H, d), 4.20 (2 H, s), 3.60 (2 H, t), 2.83 (2 H, t), 2.52 (1 H, t), 1.86 (2 H, m), 1.43 (9 H, s).

Sources & evidence

ORD record
ord-4a52d7bbe81a4564ac1d14ec441aa115
Source dataset
uspto-grants-1990_10
Patent number
US04960769

Reaction notes

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