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

HRID 1448262Notes

Reaction equation

HRID 1448262 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. W. Lin, J. C. Sih, P. Delvon, 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-e59f8ec5ef054a719f5dbfd5c9992bd1
Source dataset
uspto-grants-1979_12
Patent number
US04179574

Reaction notes

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