Triphenylphosphine → HCID 67808197, compound

HRID 128812Notes

Reaction equation

HRID 128812 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH3:14])[CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[CH3:15]/[C:16](=[CH:19]\[CH2:20][C:21]1[C:26]([CH3:28])([CH3:27])[CH2:25][CH2:24][CH2:23][C:22]=1[CH3:29])/[CH2:17]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[CH3:14][O:13][CH:3]([O:2][CH3:1])[CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:15]/[C:16](/[CH3:17])=[CH:19]/[CH2:20][C:21]2[C:26]([CH3:28])([CH3:27])[CH2:25][CH2:24][CH2:23][C:22]=2[CH3:29])=[CH:8][CH:7]=1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 5369482HCID 5369482, compoundHCID 19375135HCID 19375135, compound

Product 1

HCID 67808197HCID 67808197, compoundYield 85%

Procedure

By the method of example 13, 4-((2,2-dimethoxyethyl)thio)phenol (example 64) and (E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenol (Chem. Abstr., 94, 65904 h) are coupled in the presence of triphenylphosphine and diethyl azodicarboxylate to provide (E)-1-((2,2-dimethoxyethyl)thio)-4-(2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenyloxy)benzene as a colorless oil after chromatography (85% yield).

Sources & evidence

ORD record
ord-1457c05be8454f30ac7b9e2c036b7afb
Source dataset
uspto-grants-1995_11
Patent number
US05464865

Reaction notes

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