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

HRID 602756ノート

反応式

HRID 602756 の反応式
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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-21d2237a432a47d6a46662c8a2949239
出典データセット
uspto-grants-2011_03
特許番号
US07906546B2

反応ノート

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