Triphenylphosphine → 6-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid

HRID 1703809Notes

Reaction equation

HRID 1703809 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][CH:5]([C:16]([OH:18])=[O:17])[S:6][CH2:7][C:8](O)([CH3:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C(C)=CC=CC=1>[CH2:9]([C:8]1([CH3:14])[O:17][C:16](=[O:18])[CH:5]([CH2:4][C:3]([OH:2])=[O:19])[S:6][CH2:7]1)[CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 544848136-Hydroxy-3-hydroxycarbonyl-6-methyl-4-thiaundecanoic acid methyl ester

Product 1

HCID 227607726-Pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2.7 g of 6-hydroxy-3-hydroxycarbonyl-6-methyl-4-thiaundecanoic acid methyl ester is boiled with 3.3 g of α,α-dipyridyl disulphide and 5.4 g of triphenyl phosphine for 5 hours in 105 ml of xylene. After the usual working up, 6-pentyl-6-methyl-2-oxo-1,4-oxathiane-3-acetic acid is obtained

Sources & evidence

ORD record
ord-3b371de1802949b0b5adf7acfcca812a
Source dataset
uspto-grants-1978_11
Patent number
US04125622

Reaction notes

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