Bromotriphenylmethane → 4,4-Dimethyl-3-triphenylmethoxy-1-octyne

HRID 225370Notes

Reaction equation

[CH3:1][C:2]([CH3:11])([CH2:7][CH2:8][CH2:9][CH3:10])[CH:3]([OH:6])[C:4]#[CH:5].[C:12]1([C:18](Br)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:1][C:2]([CH3:11])([CH2:7][CH2:8][CH2:9][CH3:10])[CH:3]([O:6][C:18]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:4]#[CH:5]

Participants

Reactant 2

HCID 11692Bromotriphenylmethane

HCID 145163694,4-Dimethyl-1-octyn-3-ol

Product 1

HCID 233299464,4-Dimethyl-3-triphenylmethoxy-1-octyne

Procedure

Treatment of 23.1 g. (0.150 mole) of 4,4-dimethyl-1-octyn-3-ol (Example 149) with 56.5 g. of triphenylmethyl bromide in 150 ml. of pyridine and purification of Florisil®, all as described in Example 127 gives the title compound, m.p. 75°-77° C.

Workup

customof pyridine and purification of Florisil®

Sources & evidence

ORD record: ord-40ff8d2c09134fdeb184ee23a7ffff55
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04236027

Reaction notes

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