Bromotriphenylmethane → 3-Triphenylmethoxy-cis-oct-5-en-1-yne

HRID 67024Notes

Reaction equation

HRID 67024 reaction equation
[CH:1]#[C:2][CH:3]([OH:9])[CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH3:8].[C:10]1([C:16](Br)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[C:10]1([C:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:9][CH:3]([CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH3:8])[C:2]#[CH:1])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 11692BromotriphenylmethaneHCID 10606737cis-Oct-5-en-1-yne-3-ol

Product 1

HCID 867329743-Triphenylmethoxy-cis-oct-5-en-1-yne

Procedure

Treatment of 22 g. of cis-oct-5-en-1-yne-3-ol, prepared according to the procedure of J. Fried, C. H. Lin, J. C. Sih, F. Dalven, G. F. Cooper, J. Amer. Chem. Soc., 94, 4342 (1972), with 58 g. of triphenylmethyl bromide in 100 ml. of pyridine and purification on Florisil, all as described in Example 728 gives the title compound.

Workup

  1. customof pyridine and purification on Florisil

Sources & evidence

ORD record
ord-4a0310d81e84479b812be86ed835183a
Source dataset
uspto-grants-1982_08
Patent number
US04343949

Reaction notes

Loading…