4-Iodobenzoic acid → 4-[3-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propynyl]benzoic acid

HRID 428224Notes

Reaction equation

HRID 428224 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([CH2:14][C:15]#[CH:16])[CH:5]=[CH:4][C:3]1=2.I[C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1>>[CH3:1][C:2]1([CH3:17])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([CH2:14][C:15]#[C:16][C:19]3[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)[CH:5]=[CH:4][C:3]1=2

Participants

3

Reactant 2

HCID 120854-Iodobenzoic acidHCID 177738693-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propyne

Product 1

HCID 153890694-[3-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propynyl]benzoic acid

Procedure

In a similar manner to Example 16(c), by reaction of 8 g (35.3 mmol) of 3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propyne with 8 g (32.1 mmol) of 4-iodobenzoic acid, 10.4 g (94%) of the expected acid are obtained, with a melting point of 167-8° C.

Workup

  1. customare obtained, with a melting point of 167-8° C.

Sources & evidence

ORD record
ord-4b04a6c4723742809e881de0ef033e21
Source dataset
uspto-grants-2001_11
Patent number
US06313162B1

Reaction notes

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