Hydrochloric Acid → HCID 21698574、化合物

HRID 379349ノート

反応式

HRID 379349 の反応式
[CH2:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH:5]([NH2:11])[CH2:4]1)[CH3:2].C(N(CC)CC)C.[OH:20][C:21]1[C:29]([N+:30]([O-:32])=[O:31])=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24].Cl>CN(C)C1C=CN=CC=1.ClCCl>[CH2:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH:5]([NH:11][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][CH:28]=[C:29]([N+:30]([O-:32])=[O:31])[C:21]=2[OH:20])[CH2:4]1)[CH3:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 21698575HCID 21698575、化合物HCID 218233032-Hydroxy-3-nitrobenzoyl chloride

生成物 1

HCID 21698574HCID 21698574、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred soution of 3-ethyl-3,5,5-trimethylcyclohexylamine (3.20 g, a 6:4 mixture of axial:equatorial ethyl diastereomers), triethylamine (2.13 g) and 4-dimethylaminopyridine (DMAP) (0.12 g) in dichloromethane (50 ml) was added, in a rapid dropwise manner, a solution of 2-hydroxy-3-nitrobenzoyl chloride (3.83 g) in dichloromethane (10 ml). After the addition was complete, the reaction mixture was stirred at room temperature for 12 hours, then poured into 1N HCl (250 ml). The organic layer was separated, and the aqueous layer washed with dichloromethane (50 ml). The organic phases were combined, dried (MgSO4) and the solvent evaporated to give a yellow solid (5.70 g). Recrystallization from methanol gave an analytical sample (m.p. 125-128° C.). The 13C NMR of this material showed it to be a mixture of diastereomers in an approximate ratio of 6:4.

後処理

  1. additionAfter the addition
  2. customThe organic layer was separated
  3. washthe aqueous layer washed with dichloromethane (50 ml)
  4. dry with materialdried (MgSO4)
  5. customthe solvent evaporated

出典と根拠

ORDレコード
ord-82092f7efee646008311b965db57fe41
出典データセット
uspto-grants-2001_10
特許番号
US06297401B1

反応ノート

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