Methanol → 7-Methoxycycloheptatriene

HRID 745288ノート

反応式

HRID 745288 の反応式
[B-](F)(F)(F)F.[CH:6]1[CH:12]=[CH:11][CH+:10][CH:9]=[CH:8][CH:7]=1.CO.[C:15](=O)(O)[O-:16].[Na+]>O>[CH3:15][O:16][CH:6]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=[CH:7]1

参加物

5

反応物 3

HCID 887MethanolHCID 152926Cycloheptatrienylium, tetrafluoroborate(1-) (1:1)HCID 516892Sodium Bicarbonate

生成物 1

HCID 1371707-Methoxycycloheptatriene

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-methoxy-1,3,5-cycloheptatriene can be produced from cycloheptatrienyl tetrafluoroborate (I) as described in Conrow K 1963 Organic Synthesis 43, 101. The reaction of (I) with methanol and sodium bicarbonate in water gives 7-methoxy-1,3,5-cycloheptatriene (II), (reference Conrow K1961, J. Am. Chem. Soc. 83,2342). The 1-methoxy-1,3,5-cycloheptriene can be made by the thermal isomerisation of (II) by heating at 150° for 2.5 hours in nitrogen atmosphere in the presence of antioxidants and absence of water, as described by T. NOZOE and K., Takahashi, Bull Chem. Soc. Japan, 38, 665, 1965. Pratt, J. T. Reaction of Cycloheptatriene, PHD Thesis, University of Washington, Seattle, Wash. 1964.

後処理

  1. customas described in Conrow K 1963 Organic Synthesis 43, 101

出典と根拠

ORDレコード
ord-5a291a12543641bcadcb703bf3841894
出典データセット
uspto-grants-1986_07
特許番号
US04598096

反応ノート

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