Tetrahydrofuran → 4-Chlorobenzhydrol, (S)-

HRID 1045125

반응식

HRID 1045125 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Br)=[CH:4][CH:3]=1.[Mg].[Br-].Cl[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1([Mg]Br)C=CC=CC=1.C1C[O:30][CH2:29]C1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:29]([OH:30])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 5

HCID 8028TetrahydrofuranHCID 5462224MagnesiumHCID 86664079HCID 86664079, 화합물HCID 178418255HCID 178418255, 화합물HCID 178478191HCID 178478191, 화합물

생성물 1

HCID 8529954-Chlorobenzhydrol, (S)-

실험 절차

An operation was carried out in the same manner as in Example 14, except that 0.29 mL (0.375 mmol) of 4-chlorophenylmagnesium bromide (1.4 mol/L) prepared from magnesium and 4-chlorobenzene bromide was used instead of the anhydrous THF solution of phenylmagnesium bromide. Thus, (S)-4-chlorobenzhydrol was obtained. The conversion rate of the raw material was 96%, while the enantiomeric excess was 92% ee.

출처 및 근거

ORD 기록
ord-9e34341444364e5dadce0824d5b68431
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563786B2

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