Methyl 1-(4-bromobutyl)cyclobutane-1-carboxylate → 1-[4-(Methylthio)butyl]cyclobutane carboxylic acid methyl ester

Reaction equation

[CH3:1][O:2][C:3]([C:5]1([CH2:9][CH2:10][CH2:11][CH2:12]Br)[CH2:8][CH2:7][CH2:6]1)=[O:4].[CH3:14][SH:15].[Na]>>[CH3:1][O:2][C:3]([C:5]1([CH2:9][CH2:10][CH2:11][CH2:12][S:15][CH3:14])[CH2:8][CH2:7][CH2:6]1)=[O:4]

Participants

Reactant 2

HCID 20334289Methyl 1-(4-bromobutyl)cyclobutane-1-carboxylate

HCID 45051789Methylmercaptan sodium

Product 1

HCID 235312891-[4-(Methylthio)butyl]cyclobutane carboxylic acid methyl ester

Procedure

1-[4-(Methylthio)butyl]cyclobutane carboxylic acid methyl ester was prepared from 1-(4-bromobutyl)cyclobutane carboxylic acid methyl ester and sodium methylmercaptan using the procedure described in example 172.

Sources & evidence

ORD record: ord-66014354b5374ffb9843a12927174c8f
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06806365B2

Reaction notes

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