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

HRID 1580410Notes

Reaction equation

HRID 1580410 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, P. 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-7ec3d73680fd466cb6bff2d64e2029a4
Source dataset
uspto-grants-1976_01
Patent number
US03932479

Reaction notes

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