2-Phenylethanol → HCID 131714337, compound

HRID 1639445Notes

Reaction equation

HRID 1639445 reaction equation
[CH3:1][C:2]1([CH3:29])[C@@H:4](/[CH:5]=[CH:6]\[C:7]([OH:9])=[O:8])[C@H:3]1[C:10]([O:12][C@H:13]([C:27]#[N:28])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]=1)=[O:11].[CH:30]1[CH:31]=[CH:32][C:33]([CH2:36][CH2:37]O)=[CH:34][CH:35]=1.C([C@@H](O)C1C=CC=C(OC2C=CC=CC=2)C=1)#N>C1C=CC=CC=1>[CH3:1][C:2]1([CH3:29])[C@@H:4](/[CH:5]=[CH:6]\[C:7](=[O:9])[O:8][CH2:37][CH2:36][C:33]2[CH:34]=[CH:35][CH:30]=[CH:31][CH:32]=2)[C@H:3]1[C:10]([O:12][C@H:13]([C:27]#[N:28])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]=1)=[O:11]

Participants

5

Reactant 3

HCID 60542-PhenylethanolHCID 9837437(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 13093798(S)alpha-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]-cyclopropanecarboxylate

Product 1

HCID 131714337HCID 131714337, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Using the procedure of Step F of Example 9the ester of Step A of Example 31 after reaction with phenethanol and (S)α-cyano-3-phenoxy-benzyl alcohol was reacted to obtain (S) -cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3[(Z) 3-oxo -3-phenethoxy-1-propenyl]-cyclopropane-carboxylate with a specific rotation of [α]D20 =+46°±2.5° (c=0.5% in benzene).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-95da9d843c724a998bb9bd980b0dbebc
Source dataset
uspto-grants-1989_11
Patent number
US04883806

Reaction notes

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