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

HRID 1903995Notes

Reaction equation

HRID 1903995 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-ddc62b67f6214f99848cf7816c44492c
Source dataset
uspto-grants-1984_03
Patent number
US04439365

Reaction notes

Loading…