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

HRID 1112706Notes

Reaction equation

HRID 1112706 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-7623bc07851141ddb6f44bf0b4f6a569
Source dataset
uspto-grants-1978_10
Patent number
US04123456

Reaction notes

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