Water → (RS,SR)-2-benzenesulfonyl-2-(6-chloro-9-methoxymethyl-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-propan-1-ol

HRID 602756노트

반응식

HRID 602756 반응식
C[O:2][C:3](=O)[C:4]([S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)(=[O:25])=[O:24])([CH:6]1[CH2:18][CH2:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([Cl:19])[CH:14]=3)[N:9]([CH2:20][O:21][CH3:22])[C:8]=2[CH2:7]1)[CH3:5].[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1>[C:26]1([S:23]([C:4]([CH:6]2[CH2:18][CH2:17][C:16]3[C:15]4[C:10](=[CH:11][CH:12]=[C:13]([Cl:19])[CH:14]=4)[N:9]([CH2:20][O:21][CH3:22])[C:8]=3[CH2:7]2)([CH3:5])[CH2:3][OH:2])(=[O:25])=[O:24])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 67267086(RS,SR)-2-benzenesulfonyl-2-(6-chloro-9-methoxymethyl-2,3,4,9-tetrahydro-1H-carbazol-2yl)-propionic acid methyl ester

생성물 1

HCID 67266793(RS,SR)-2-benzenesulfonyl-2-(6-chloro-9-methoxymethyl-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-propan-1-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 402 mg (0.84 mmol) of (RS,SR)-2-benzenesulfonyl-2-(6-chloro-9-methoxymethyl-2,3,4,9-tetrahydro-1H-carbazol-2yl)-propionic acid methyl ester in 6 mL of THF, 1.0 mL (1.0 mmol, 1.2 eq) of LiAlH4 in THF was added at RT. After 30 min, the reaction mixture was poured into water and extracted with EtOAc, dried over Na2SO4, and evaporation of the solvent afforded (RS,SR)-2-benzenesulfonyl-2-(6-chloro-9-methoxymethyl-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-propan-1-ol as a colorless oil, MS: 465 (MNH4+). The crude material was used in the next step without further purification.

후처리

  1. extractionextracted with EtOAc
  2. dry with materialdried over Na2SO4, and evaporation of the solvent

출처 및 근거

ORD 기록
ord-21d2237a432a47d6a46662c8a2949239
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906546B2

반응 노트

불러오는 중…