1-Adamantanol → 1-Adamantyl 2-(p-nitrophenyl)propionate

HRID 34540

Reaction equation

HRID 34540 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:21])[C:11]([O:13][C:14]2([CH3:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+]([C:25]1[CH:30]=CC(C(C)C(O)=O)=C[CH:26]=1)([O-])=O.C1C2CC3(O)CC(C2)CC1C3>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH3:21])[C:11]([O:13][C:14]23[CH2:20][CH:25]4[CH2:30][CH:18]([CH2:17][CH:16]([CH2:26]4)[CH2:15]2)[CH2:19]3)=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 641521-AdamantanolHCID 892442-(4-Nitrophenyl)propionic acidHCID 540684921-Methylcyclohexyl 2-(p-nitrophenyl)propionate

Product 1

HCID 212981671-Adamantyl 2-(p-nitrophenyl)propionateYield 92%

Procedure

Using a method similar to that used in the preparation of 1-methylcyclohexyl 2-(p-nitrophenyl)propionate, 14.6 g of 2-(p-nitrophenyl)propionic acid, but using 1-adamantol instead of 1-methylcyclohexanol, were reacted to obtain 22.74 g (92% yield) of 1-adamantyl 2-(p-nitrophenyl)propionate as a light yellow viscous liquid.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-c5b67b715fb843d8baa6939c205a5268
Source dataset
uspto-grants-1988_08
Patent number
US04762840

Linked notes

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