Iodine → 5,5-Dimethyl-1-iodo-trans-octen-3-ol

HRID 225362

反応式

HRID 225362 の反応式
[CH3:1][C:2]([CH3:17])([CH2:14][CH2:15][CH3:16])[CH2:3][CH:4]([O:7]C1CCCCO1)[C:5]#[CH:6].C(BC(C(C)C)C)(C(C)C)C.C[N+]([O-])(C)C.[OH-].[Na+].[I:36]I.O1CCCC1CC(O)=O.O>COCCOCCOC>[CH3:1][C:2]([CH3:17])([CH2:14][CH2:15][CH3:16])[CH2:3][CH:4]([OH:7])/[CH:5]=[CH:6]/[I:36]

参加物

8

反応物 6

HCID 807IodineHCID 1145Trimethylamine oxideHCID 14798Sodium HydroxideHCID 192733Bis(1,2-dimethylpropyl)boraneHCID 538897305,5-Dimethyl-3-tetrahydropyranyloxy-1-octyneHCID 86732972Tetrahydrofuranacetic acid water

生成物 1

HCID 204656065,5-Dimethyl-1-iodo-trans-octen-3-ol

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

実験手順

Treatment of 23.8 g. (0.100 mole) of 5,5-dimethyl-3-tetrahydropyranyloxy-1-octyne (Example 154) successively with 233 mg. of 0.43M disiamylborane in diglyme, 22.5 g. of trimethylamine oxide, 150 ml. of 1N sodium hydroxide, 25.4 g. of iodine, and 900 ml. of 3:1:1 tetrahydrofuran-acetic acid-water as described in Example 151 gives the title compound.

出典と根拠

ORDレコード
ord-659265b1752e4f169bc2cc6c9755395b
出典データセット
uspto-grants-1980_11
特許番号
US04236027

関連ノート

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