Hydrochloric Acid → HCID 19906372、化合物

HRID 2371812ノート

反応式

HRID 2371812 の反応式
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[CH2:15][CH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([NH:25]C(=O)C(F)(F)F)[CH:23]=2)[CH:18]=[CH:17]1)[C:8]([O:10][CH3:11])=[O:9].O1CCCC1.[ClH:37]>CO>[ClH:37].[NH2:25][C:22]1[CH:23]=[C:24]2[C:19]([CH2:18][CH:17]=[C:16]2[CH2:15][C:14]2[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=2[O:4][CH3:3])=[CH:20][CH:21]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 19906418HCID 19906418、化合物

生成物 1

HCID 19906372HCID 19906372、化合物収率 79%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (0.24 g), was added to a 0° C. mixture of methyl 3-methoxy-4-[6-(trifluoroacetamido)-1H-inden-1-ylmethyl]benzoate (1.25 g), tetrahydrofuran (14 ml) and methanol (2 ml). After 15 min, the reaction was stirred at room temperature for 2 h and cooled to 0° C. 1N Hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic layer was washed (sodium bicarbonate, water, brine) and dried (MgSO4). Evaporation, dissolution in ether (50 ml) and addition of ethereal hydrogen chloride (5 ml) afforded methyl 4-(6-amino-3H-inden-1-ylmethyl)-3-methyoxybenzoate hydrochloride (0.85 g, 79%) as a colorless solid; mp 213.0°-215.0° C.; MS(CI), m/e=310 (M+H).

後処理

  1. temperaturecooled to 0° C
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed (sodium bicarbonate, water, brine)
  4. dry with materialdried (MgSO4)
  5. customEvaporation, dissolution in ether (50 ml)
  6. additionaddition of ethereal hydrogen chloride (5 ml)

出典と根拠

ORDレコード
ord-717cd2045f71483f867ac967b10ed961
出典データセット
uspto-grants-1992_03
特許番号
US05095038

反応ノート

読み込み中…