3-Butyn-2-ol, 4-iodo-2-methyl- → HCID 67776588, compound

HRID 1424679Notes

Reaction equation

HRID 1424679 reaction equation
[I:1][C:2]#[C:3][C:4]([CH3:7])([OH:6])[CH3:5].[F:8][C:9]([F:21])([F:20])[C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=1)[CH2:13][N:14]=[N+:15]=[N-:16]>>[I:1][C:2]1[N:14]([CH2:13][C:12]2[CH:17]=[CH:18][CH:19]=[C:10]([C:9]([F:8])([F:21])[F:20])[CH:11]=2)[N:15]=[N:16][C:3]=1[C:4]([OH:6])([CH3:7])[CH3:5]

Participants

3

Reactant 2

HCID 115502433-Butyn-2-ol, 4-iodo-2-methyl-HCID 212826681-(Azidomethyl)-3-(trifluoromethyl)benzene

Product 1

HCID 67776588HCID 67776588, compound

Procedure

Synthesized from 4-iodo-2-methylbut-3-yn-2-ol and 3-trifluoromethyl-benzylazide using general procedure; 3.82 g, 9.30 mmol, 93%; mp=77-80° C.; IR (υ[cm−1]) 3385, 2981, 2938, 1326, 1170, 1120, 1074, 763, 699; 1H NMR (600 MHz, CDCl3) δ=7.58-7.57 (m, 2H), 7.48-7.45 (m, 1H), 7.42-7.41 (m, 1H), 5.62 (s, 2H), 1.66 (s, 6H); 13C NMR (151 MHz, CDCl3) δ=156.4, 135.4, 131.5 (q, J=33.2), 131.4, 129.8, 125.7 (q, J=3.7), 125.1 (q, J=3.8), 123.9 (q, J=272.4), 74.2, 69.7, 53.8, 30.1; HRMS (ESI-TOF) (m/z): [M+H]+ calcd for C13H14F3IN3O, 412.0128; found 412.0126.

Sources & evidence

ORD record
ord-dcdd10c7d6a44370bf05437a58c5b847
Source dataset
uspto-grants-2015_01
Patent number
US08927736B2

Reaction notes

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