trans-hexahydrophthalide

Base Information

• Chemical Name: trans-hexahydrophthalide
• CAS No.: 144540-72-7
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.182
• Mol file: 144540-72-7.mol

Synonyms:trans-hexahydrophthalide

Chemical Property of trans-hexahydrophthalide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-hexahydrophthalide

There total 3 articles about trans-hexahydrophthalide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3) → trans-hexahydrophthalide (144540-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic anhydride / 1 h / 80 °C

2: sodium tetrahydroborate / tetrahydrofuran / 7 h / 0 - 20 °C

3: toluene-4-sulfonic acid / benzene / 12 h / Dean-Stark; Reflux

With sodium tetrahydroborate; acetic anhydride; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

Reference yield:

(1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3) → trans-2-(hydroxymethyl)cyclohexanecarboxylic acid (57280-65-6,65376-04-7,80795-84-2,93379-40-9) + trans-hexahydrophthalide (144540-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 1 h / 80 °C

2: sodium tetrahydroborate / tetrahydrofuran / 7 h / 0 - 20 °C

With sodium tetrahydroborate; acetic anhydride; In tetrahydrofuran;

Reference yield:

(1S,2S)-trans-1,2-cyclohexanedicarboxylic anhydride (31982-85-1) → trans-2-(hydroxymethyl)cyclohexanecarboxylic acid (57280-65-6,65376-04-7,80795-84-2,93379-40-9) + trans-hexahydrophthalide (144540-72-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 7h;

upstream raw materials:

(1S,2S)-cyclohexane-1,2-dicarboxylic acid

(1S,2S)-trans-1,2-cyclohexanedicarboxylic anhydride

Downstream raw materials:

(1S,2S)-2-Hydroxymethyl-cyclohexanecarboxylic acid amide

trans-1,2-cyclohexanedicarboxylic acid

(2R,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile

(2S,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile