4-(Allyloxycarbonyl)benzoic acid → Allyl 4-[(5,6,7,8-tetrahydro5,5,8,8tetramethyl-2-naphthyimethylthio)carbonyl]benzoate

HRID 1756431Notes

Reaction equation

HRID 1756431 reaction equation
[CH2:1]([O:4][C:5]([C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1)=[O:6])[CH:2]=[CH2:3].[CH3:16][C:17]1([CH3:31])[CH2:26][CH2:25][C:24]([CH3:28])([CH3:27])[C:23]2[CH:22]=[C:21]([CH2:29][SH:30])[CH:20]=[CH:19][C:18]1=2>>[CH3:16][C:17]1([CH3:31])[CH2:26][CH2:25][C:24]([CH3:27])([CH3:28])[C:23]2[CH:22]=[C:21]([CH2:29][S:30][C:11]([C:10]3[CH:9]=[CH:8][C:7]([C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[O:6])=[CH:15][CH:14]=3)=[O:13])[CH:20]=[CH:19][C:18]1=2

Participants

3

Reactant 2

HCID 183498554-(Allyloxycarbonyl)benzoic acidHCID 214745345,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthylmethanethiol

Product 1

HCID 22911616Allyl 4-[(5,6,7,8-tetrahydro5,5,8,8tetramethyl-2-naphthyimethylthio)carbonyl]benzoate

Procedure

In a manner similar to Example 4(c), by reaction of 2 g (10 mmol) of 4-(allyloxycarbonyl)benzoic acid with 2.34 g (10 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl -2-naphthylmethanethiol, 3.4 g (81%) of the expected allyl ester, melting point 79°-80° C., are obtained.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-5e272a4c2e5941219fe50649978027d8
Source dataset
uspto-grants-1995_08
Patent number
US05439925

Reaction notes

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