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Sodium borohydride → cis-3-(1H-indol-3-yl)-indan-1-ol

HRID 1435770
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HRID 1435770 반응식
[BH4-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14](=[O:21])[CH2:13]2)=[CH:4]1.N1C2C(=CC=CC=2)C=C1[C@@H]1C2C(=CC=CC=2)[C@H](O)C1>CO.C1COCC1>[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C@H:14]([OH:21])[CH2:13]2)=[CH:4]1
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6

반응물 3

HCID 4311764Sodium borohydrideHCID 688950613-(1H-indol-3-yl)-indan-1-oneHCID 68915444Racemic cis-3-indolyl-indan-1-ol

생성물 1

HCID 68910747cis-3-(1H-indol-3-yl)-indan-1-ol

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

NaBH4 (6.2 g, 163 mmol, 2 equiv.) was added to 3-(1H-indol-3-yl)-indan-1-one (20 g, 80.9 mmol ) in 200 mL methanol and 100 mL THF at 0° C. The reaction mixture was allowed to warm to room temperature over night. Aqueous work up gave racemic cis-3-indolyl-indan-1-ol (quantitative).

출처 및 근거

ORD 기록
ord-d2eaee945d534e35b61923ac1d864e4f
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07618967B2

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