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

HRID 256220노트

반응식

HRID 256220 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

HCID 13622134Dimethyl (1,1-dichloroethyl)boronate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

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.

출처 및 근거

ORD 기록
ord-a5f90231c57b47dfa91ec47197b5f799
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04701545

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