2-Bromo-2'-acetonaphthone → 2-[2-(Methylthio)acetyl]naphthalene

HRID 1074059Notes

Reaction equation

HRID 1074059 reaction equation
CC[C:3](C1C=CC=CC=1)=[S:4].Br[CH2:12][C:13]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)=[O:14].C[S-].[Na+]>C(O)C>[CH3:3][S:4][CH2:12][C:13]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)=[O:14]

Participants

5

Reactant 3

HCID 691792-Bromo-2'-acetonaphthoneHCID 4378561Sodium methanethiolateHCID 18968240alpha-Methylthioacetophenone

Product 1

HCID 158338152-[2-(Methylthio)acetyl]naphthalene

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The procedure is as in Example 4 for the preparation of α-methylthioacetophenone, starting with 2-(2-bromoacetyl)naphthalene (12.5 g) and sodium methanethiolate (3.5 g) in ethanol (100 cc). 2-[2-(Methylthio)acetyl]naphthalene (8 g) is thereby obtained, and is used in the crude state in the subsequent syntheses.

Sources & evidence

ORD record
ord-9026f178a6b64539a8c793a78cf202ad
Source dataset
uspto-grants-1990_11
Patent number
US04971979

Reaction notes

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