Thiophenol → HCID 53725896, compound

HRID 851817Notes

Reaction equation

HRID 851817 reaction equation
[CH3:1][CH:2]([CH2:17]S(C1C=CC=CC=1)(=O)=O)[CH2:3][CH:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=O.C(C1CCCCCCCCCCC1=O)C(=C)C.C1(S)C=CC=CC=1.C1(S(CCCC2CCCCCCCCCCC2=O)(=O)=O)C=CC=CC=1>>[CH3:17][CH:2]1[CH2:3][C:4]2[C:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=2)=[CH:1]1

Participants

5

Reactant 4

HCID 7969ThiophenolHCID 146099402-(2-Methylprop-2-en-1-yl)cyclododecan-1-oneHCID 20501202HCID 20501202, compoundHCID 205012032-[3-(Benzenesulfonyl)propyl]cyclododecan-1-one

Product 1

HCID 53725896HCID 53725896, compoundYield 86%

Procedure

2-(2-Methyl-3-phenylsulfonyl-prop-1-yl)-cyclododecanone used hereinabove (Examples 3 and 4) as starting material was prepared as follows: 235 g (1 mole) of 2-methallyl-cyclododecanone--Chem. Comm. 1976, 1021--in admixture with 132 g (1.2 mole) of thiophenol and 3.0 g (0.018 mole) of α,α'-azoisobutyronitrile were heated at 115° for 32 hours and subsequently subjected to oxidation in accordance with the method described in Example 2 for 2-(3-phenylsulfonyl-prop-1-yl)-cyclododecanone to afford, after the above mentioned treatments of extraction and purification, 325 g (86% yield) of the desired compound, m.p. 98°-103°.

Workup

  1. customwas prepared
  2. customto afford

Sources & evidence

ORD record
ord-0fe85b44db9842b798718dd451fbd3c4
Source dataset
uspto-grants-1983_05
Patent number
US04386220

Reaction notes

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