1,1-Dichloroethane → Dimethyl (1,1-dichloroethyl)boronate

HRID 256220ノート

反応式

HRID 256220 の反応式
[Cl:1][CH:2]([Cl:4])[CH3:3].[B:5](OC)([O:8][CH3:9])[O:6][CH3:7].C(NC(C)C)(C)C.C([Li])CCC.ClC(B(OC(C)C)OC(C)C)Cl>C1COCC1>[Cl:1][C:2]([B:5]([O:8][CH3:9])[O:6][CH3:7])([Cl:4])[CH3:3]

参加物

7

反応物 5

HCID 63651,1-DichloroethaneHCID 7912DiisopropylamineHCID 8470Trimethyl borateHCID 4196730DichloromethyldiisopropoxyboraneHCID 178418339Butyllithium

生成物 1

HCID 13622134Dimethyl (1,1-dichloroethyl)boronate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

A modification of the procedure of Example 1 was followed. 1,1-Dichloroethane (25 ml, 0.30 mol) was used in place of dichloromethane and trimethyl borate (30 ml, 0.265 mol) was used in place of triisopropyl borate. The quantity of diisopropylamine was 40 ml and that of butyllithium was 0.25 mol. A -78° C. cooling bath was used. The yield of (I) (R3 =R7 =R8 =methyl), bp 48° C. (40 Torr), was 27 g, 55% taking into account the 14% THF indicated by NMR analysis.

出典と根拠

ORDレコード
ord-a5f90231c57b47dfa91ec47197b5f799
出典データセット
uspto-grants-1987_10
特許番号
US04701545

反応ノート

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