Hydrochloric Acid → (R)-N-(2-Chloro-3-nitro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

HRID 2120370ノート

反応式

HRID 2120370 の反応式
Cl.[Cl:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[C:7]([I:12])[CH:6]=[CH:5][C:4]=1[NH:13][C:14](=[O:26])[C@:15]([O:21][Si](C)(C)C)([CH3:20])[C:16]([F:19])([F:18])[F:17]>CO>[Cl:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[C:7]([I:12])[CH:6]=[CH:5][C:4]=1[NH:13][C:14](=[O:26])[C@:15]([OH:21])([CH3:20])[C:16]([F:18])([F:19])[F:17]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 69824807(R)-N-(2-chloro-3-nitro-4-iodophenyl)-2-trimethylsilyloxy-2-methyl-3,3,3-trifluoropropanamide

生成物 1

HCID 69882875(R)-N-(2-Chloro-3-nitro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide収率 95.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2M Hydrochloric acid (2.5 ml) was added to a solution of (R)-N-(2-chloro-3-nitro-4-iodophenyl)-2-trimethylsilyloxy-2-methyl-3,3,3-trifluoropropanamide (Method 69) (1150 mg) in MeOH (25 ml) and the reaction mixture was stirred for 4 hours at ambient temperature. The volatile material was removed by evaporation and the residue was partitioned between EtOAc (150 ml) and water (75 ml). The organic phase was separated, washed with brine (75 ml) and dried. The volatile material was removed by evaporation to give the title compound (943 mg). NMR: 1.58 (s, 3H), 7.70 (d, 1H), 8.00 (d, 1H); m/z 437.

後処理

  1. customThe volatile material was removed by evaporation
  2. customthe residue was partitioned between EtOAc (150 ml) and water (75 ml)
  3. customThe organic phase was separated
  4. washwashed with brine (75 ml)
  5. customdried
  6. customThe volatile material was removed by evaporation

出典と根拠

ORDレコード
ord-8d96ea256d0343199d7ffdf3bf6c278f
出典データセット
uspto-grants-2004_02
特許番号
US06689909B1

反応ノート

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